Day: November 21, 2022

Krasnikov, S. V. published the artcileSynthesis of 1,2-dibromoalkyl-substituted aromatic carboxylic acids, Application of 4-Cyclohexylbenzoic acid, the publication is Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya (2011), 54(5), 131-132, database is CAplus.

4-(1,2-Dibromoisopropyl)benzoic acid and 4-(1,2-dibromocyclohexyl)benzoic acid (I) were synthesized using the reaction of free-radical bromination. The trans-conformation of acid I was confirmed by ¹H NMR spectroscopy and counter synthesis.

Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Application of 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Krasnikov, S. V. published the artcileSynthesis of 1,2-dibromoalkyl-substituted carboxylic acids of aromatic series, Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya (2010), 53(9), 120-121, database is CAplus.

The 4-(1,2-dibromoisopropyl)- and 4-(1,2-dibromocyclohexyl)benzoic acids were synthesized by homolytic bromination of 4-isopropyl- and 4-cyclohexylbenzoic acids, resp. The trans-configuration of 4-(1,2-dibromocyclohexyl)benzoic acid was confirmed by both ¹H NMR spectroscopy and independent synthesis from 4-(1-cyclohexenyl)benzoic acid.

Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Recommanded Product: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Black, Jacob W. published the artcileAn Optical Tweezers Platform for Single Molecule Force Spectroscopy in Organic Solvents, Application of Dbco-acid, the publication is Nano Letters (2017), 17(11), 6598-6605, database is CAplus and MEDLINE.

Observation at the single mol. level was a revolutionary tool for mol. biophysics and materials science, but single mol. studies of solution-phase chem. are less widespread. The authors develop an exptl. platform for solution-phase single mol. force spectroscopy in organic solvents. This optical-tweezer-based platform was designed for broad chem. applicability and uses optically trapped core-shell microspheres, synthetic polymer tethers, and click chem. linkages formed in situ. Stable optical trapping of the core-shell microspheres in 10 different solvents was observed, as was single mol. link formation in 4 different solvents. These experiments demonstrate how to use optical tweezers for single mol. force application in the study of solution-phase chem.

Nano Letters published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Application of Dbco-acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Sakakibara, Keita published the artcilePerformance improvement of epoxy polymer monolith films by reinforcing with cellulose fibers, Product Details of C13H26N2, the publication is Nettowaku Porima Ronbunshu (2020), 41(6), 245-251, database is CAplus.

In this article, we demonstrate the preparation of epoxy polymer monolith composite films with cellulose fibers for improving the mech. property, where the monolith is a porous material with a co-continuous skeletal structure. The preparation includes lamination process or simple hanging process for cellulose-fiber nonwoven sheet impregnated with monolith precursor mixtures, followed by polymerization induced phase separation based on spinodal decomposition The resulting monolith composite films were surface skin-less, exhibiting the pore sizes from 200 nm to 1.5μm. The tensile Young’s modulus and strength were higher than those of the neat monolith film and the previously-reported cellulose nanofiber-reinforced monolith films. The ionic conductivity of the composite films with lithium-ion electrolyte was comparable to that of com.-available polyolefin porous membranes. The epoxy polymer monolith composite film is expected to have a great potential as a promising separator for next-generation lithium ion batteries by taking advantage of its high heat resistance and winding channel structure.

Nettowaku Porima Ronbunshu published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Product Details of C13H26N2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Weis, Erik published the artcileIr^III-Catalyzed Selective ortho-Monoiodination of Benzoic Acids with Unbiased C-H Bonds, Safety of 4-Cyclohexylbenzoic acid, the publication is Chemistry – A European Journal (2020), 26(45), 10185-10190, database is CAplus and MEDLINE.

An iridium-catalyzed selective ortho-monoiodination of benzoic acids with two equivalent C-H bonds was presented. A wide range of electron-rich and electron-poor substrates underwent the reaction under mild conditions, with >20:1 mono/di selectivity. Importantly, the C-H iodination occurred selectively ortho to the carboxylic acid moiety in substrates bearing competing coordinating directing groups. The reaction was performed at room temperature and no inert atm. or exclusion of moisture was required. Mechanistic investigations revealed a substrate-dependent reversible C-H activation/protodemetalation step, a substrate-dependent turnover-limiting step and the crucial role of the AgI additive in the deactivation of the iodination product towards further reaction.

Chemistry – A European Journal published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C18H28B2O4, Safety of 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Halama, Ales published the artcileImproved Process for the Preparation of Montelukast: Development of an Efficient Synthesis, Identification of Critical Impurities and Degradants, Safety of 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, the publication is Organic Process Research & Development (2010), 14(2), 425-431, database is CAplus.

An improved and scalable process for the production of montelukast (Singulair, drug for asthma) based on an advantageous method of carrying out the key substitution reaction was developed. The present procedure is distinguished from the previous solutions in the use of linear or cyclic polyethers, which ensures higher selectivity of the key step. The improved process for the preparation of montelukast is able to minimize impurities and allows effective production of montelukast and its scale-up.

Organic Process Research & Development published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Safety of 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Ganesh, Thota published the artcileDevelopment of second generation EP2 antagonists with high selectivity, SDS of cas: 20029-52-1, the publication is European Journal of Medicinal Chemistry (2014), 521-535, database is CAplus and MEDLINE.

EP2 receptor has emerged as an important biol. target for therapeutic intervention. In particular, it has been shown to exacerbate disease progression of a variety of CNS and peripheral diseases. Deletion of the EP2 receptor in mouse models recapitulates several features of the COX-2 inhibition, thus presenting a new avenue for anti-inflammatory therapy which could bypass some of the adverse side effects observed by the COX-2 inhibition therapy. We have recently reported a cinnamic amide class of EP2 antagonists with high potency, but these compounds exhibited a moderate selectivity against prostanoid receptor DP1. Moreover they possess acrylamide moiety in the structure, which may result in liver toxicity over longer period of use in a chronic disease model. Thus, we now developed second generation indoleamide compounds devoid of the acrylamide functionality and that possess high potency and improved (>1000-fold) selectivity to EP2 over other prostanoid receptors.

European Journal of Medicinal Chemistry published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, SDS of cas: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Choi, Doo Li published the artcileInhibition of cellular proliferation and induction of apoptosis in human lung adenocarcinoma A549 cells by T-type calcium channel antagonist, Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(6), 1565-1570, database is CAplus and MEDLINE.

The anti-proliferative and apoptotic activities of new T-type calcium channel antagonist, 6e (BK10040) on human lung adenocarcinoma A549 cells were investigated. The MTT assay results indicated that BK10040 was cytotoxic against human lung adenocarcinoma (A549) and pancreatic cancer (MiaPaCa2) cells in a dose-dependent manner with IC₅₀ of 2.25 and 0.93 μM, resp., which is 2-fold more potent than lead compound KYS05090 despite of its decreased T-type calcium channel blockade. As a mode of action for cytotoxic effect of BK10040 on lung cancer (A549) cells, this cancer cell death was found to have the typical features of apoptosis, as evidenced by the accumulation of pos. cells for annexin V. In addition, BK10040 triggered the activations of caspases 3 and 9, and the cleavages of poly (ADP-ribose) polymerase (PARP). Moreover, the treatment with z-VAD-fmk (a broad spectrum caspase inhibitor) significantly prevented BK10040-induced apoptosis. Based on these results, BK10040 may be used as a potential therapeutic agent for human lung cancer via the potent apoptotic activity.

Bioorganic & Medicinal Chemistry Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Recommanded Product: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Schubert, Hermann published the artcileThe catalytic hydrogenation of aromatic-substituted imidazoles. V. (p-Biphenylyl)imidazoles, Product Details of C13H16O2, the publication is Journal fuer Praktische Chemie (Leipzig) (1961), 86-104, database is CAplus.

cf. CA 53, 15061c; 54, 7694b. The synthesis of a series of C-substituted (p-biphenylyl)imidazoles (I) is described. The catalytic hydrogenation of the I yields mixtures of the stereo- isomeric (4-bicyclohexylyl)imidazoles (II) from which only in a few cases homogeneous forms could be isolated. The II synthesized as mixtures of the stereoisomers as well as the homogeneous transforms were identical with the corresponding hydrogenation products. The biphenylyl group does not activate the imidazole system for a catalytic hydrogenation, p-PhC₆H₄CHO (III) (9.1 g.) in 500 cc. MeOH heated 1 hr. on the water bath with 5 g. HOCH₂CHO, 25 g. Cu(OAc)₂, and 200 cc. concentrated NH₄OH, the resulting white Cu salt (2.8 g.) suspended in H₂O and treated with H₂S, the filtrate allowed to stand, and the brown crystalline deposit sublimed in vacuo at 220° gave 2-(p-biphenylyl)imidazole (IV), needles, m. 249-50° (all m.ps. are corrected); picrate, yellow rods, m. 278-9° (EtOH). p-PhC₆H₄COCH₂OAc, Cu(OAc)₂, aqueous CH₂O, and concentrated NH₄OH gave similarly 67% 4(5)-(p-biphenylyl)imidazole (V), flakes, m. 221-2° (PhCl), which was also obtained from p-BrCH₂COC₆H₄Ph (VI) with HCONH₂; picrate, red-yellow needles, m. 198-201° (MeOH). VI (8.3 g.), 10 g. KOAc, and 200 cc. MeOH refluxed 2 hrs., filtered, diluted with MeOH to 1.2 1., heated 1 hr. on the water bath with 5.5 g. III, 200 cc. concentrated NH₄OH, and 15 g. Cu(OAc)₂ and filtered, and the resulting violet Cu salt (4.7 g.) decomposed in the usual manner with H₂S gave 2,4(5)-di(p-biphenylyl)imidazole (VII), needles, m. 302-3° (dioxane); picrate, deep yellow prisms, m. 290-5° (decomposition) (EtOH). p,p’-Diphenylbenzoin (VIII) (10.9 g.) and 250 cc. HCONH₂ refluxed 2 hrs. yielded 7.8 g. crude 4,5-di(p-biphenylyl)imidazole (IX). (p-PhC₆H₄CO)₂ (X) (1.05 g.), 0.2 g. urotropine (XI), and 3 g. NH₄OAc in 30 cc. AcOH heated 2 hrs. yielded 0.94 g. IX, needles, m. 291-2° (aqueous dioxane); picrate, gold-yellow leaflets, m. 263-5° (MeOH). VIII (7.4 g.) and 3.8 g. III in 800 cc. MeOH and 150 cc. HCONMe₂ refluxed and treated dropwise with 18 g. Cu(OAc)₂ in 108 cc. concentrated NH₄OH and filtered after 1 hr. and the resulting light brown Cu salt (6.5 g.) decomposed with H₂S in dilute boiling dioxane yielded 2,4,5-tri(p-biphenylyl)tmidazole (XII). X (3.62 g.) and 1.82 g. III heated 2 hrs. with 6 g. NH₄OAc in 50 cc. AcOH yielded 4.7 g. XII needles, m. 170-90° resolidifying at 190°; picrate, yellow crystal powder, m. 288-90° (EtOH). BzCH₂OH (4.1 g.) in 700 cc. MeOH heated 1 hr. on the water bath with 12 g. Cu(OAc)₂ and 200 cc. concentrated NH₄OH, and the resulting red-violet Cu salt (5.4 g.) decomposed with H₂S in 60% HCl-EtOH and poured into NH₄OH precipitated the 4(5)-Ph derivative (XIII) of V, prisms, m. 273-5° (dioxane); picrate, yellow needles, m. 256-64° (decomposition) (EtOH). III (3.7 g.), 4.2 g. Bz₂, and 12 g. NH₄-OAc in 100 cc. AcOH heated 2 hrs. gave 7 g. crude 4,5-di-Ph derivative (XIV) of I. Benzoin (4.24 g.) in 200 cc. MeOH heated 1 hr. on the water bath with 3.7 g. III, 9 g. Cu(OAc)₂, and 100 cc. concentrated NH₄OH, and the resulting, gray Cu salt (6 g.) decomposed in the usual manner with H₂S gave XIV, needles, m. 234-5° (dioxane or PhCl); picrate, yellow needles, m. 253-6° (EtOH). VI (5.5 g.) treated in the usual manner with KOAc, the mixture in 700 cc. MeOH heated 1 hr. on the water bath with 5 g. BzH, 18 g. Cu(OAc)₂. and 180 cc. concentrated NH₄OH, and the resulting Cu salt (4.2 g.) decomposed with H₂S gave 2-Ph derivative (XV) of V.0.5EtOH, needles, m, 222-4°; picrate-0.5EtOH, m. 233-9° (with elimination of the EtOH at 100°). VIII (14.5 g.) and 6 g. BzH in 1 1. MeOH and 250 cc. HCONMe₃ refluxed treated dropwise with 20 g.Cu(OAc)₂ in 360 cc. concentrated NH₄OH, and heated 1 hr., and the resultlng Cu salt (5.8 g.) decomposed with H₂S in 60% refluxing dioxane and cooled gave 2-Ph derivative (XVI) of IX, yellowish prisms. X (4.5 g.), 1.3 g. BzH, 7.5 g. NH₄OAc, and 60 cc. AcOH heated 2 hrs. yielded 5.3 g. (crude) XVI which recrystallized from EtOH gave XVI.0.5EtOH; picrate-0.5EtOH, yellow needles, m. 247-9° with transitions and intermediate melting at 150 and 205-30°. p-PhC₆H₄CO₂H (XVII) in AcOH hydrogenated over PtO₂ yielded 90% 4-bicyclohexylcarboxylic acid (XVIII), m. 72-94° (80% AcOH). Will in C₆H₆ treated with SOCl₂ yielded 90% acid chloride, b₁₈ 176-8°, which with CH₂N₂ yielded 4-bicyclohexylyl diazomethyl ketone (XIX), pale yellow needles, m. 68-92° (petr. ether). XIX in AcOH treated with KOAc gave 73% 4-bicyclohexylyl acetoxymethyl ketone (XX), needles, m. 78-82° (EtOH). XX (1 g.) in 25 cc. 50% EtOH heated 2 hrs. with 2 cc. concentrated H₂SO₄, cooled, and diluted with H₂O gave 70% HOCH₂ analog of XX, needles, m. 92-9° (petr. ether). XX ( 10.6 g.) in 400 cc. MeOH, 18 g. Cu(OAc)₂, 10 cc. aqueous CH₂O, and 200 cc. concentrated NH₃ heated 1 hr. on the water bath, and the resulting sand-colored Cu salt (10 g.) decomposed with H₂S yielded 6 g. (crude) 4(5)-(4-bicyclohexylyl)imidazole (XXI), m. 134-45° (PhCl); picrate, golden-yellow needles or flakes, m. 192-8° (EtOH). XVIII with CH₂N₂ gave 85% Me ester (XXII) of XVIII, b₁₄ 16970°. p-PhC₆H4CO₂Et (10 g.), m. 53-5°, in 200 cc. absolute EtOH and 10 cc. AcOH hydrogenated 12 hrs. over 5 g. PtO₂ (added in 3 portions of 1, 2, and 2 g.) yielded 80-90% Et ester of XVIII, b₁₈ 176-8°. XXII (26.9 g.) in 50 cc. dry Et₂O added slowly dropwise to 6 g. powd. Na in 300 cc. dry Et₂O with stirring, refluxed 8 hrs., decomposed carefully with dilute H₂SO₄, and worked up in the usual manner yielded 10 g. 4,4′-dicyclohexyldodecahydrobenzoin (XXIII), prisms, m. 128-42°; the Et₂O solution from the run deposited on standing colorless crystals, m. 228-44° (decomposition) (dioxane). XXIII (3.9 g.) in 70% AcOH oxidized with Cu(OAc)₂ during 2.5 hrs. gave 3.1 g. 4,4′-dicyclohexyldodecahydrobenzil (XXIV), yellow needles, m. 134-42 (dioxane); 2,4-dinitrophenylhydrazone, yellow needles, m. 190-205° (dioxane-EtOH). XXIII (3,9 g.), 70 cc. HCONH₂, and 30 cc. PhNO₂ refluxed 2 hrs., concentrated in vacuo, and added with stirring to concentrated NH₄OH gave 2.5 g. (crude) 4,5-di(4-bicyclohexylyl)imidazole (XXV), needles, m, 258-63° (PhCl). XXIV (1.8 g.) and 0.5 g. XI heated 2 hrs. with 3 g. NH₄OAc in 30 cc. AcOH yielded 0.9 g. XXV, needles, m. 257-62° (PhCl); picrate, yellow prisms, m. 235-42° (EtOH). XVIII refluxed 8 hrs. with SOCl₂ and then hydrolyzed gave trans-bicyclohexyl-4carboxylic acid (XXVI). trans-4-Phenylcyelohexanecarboxylic acid (XXVII) hydrogenated in AcOH over PtO₂ yielded XXVI, leaflets, m. 161-2° (pert. ether). XVII (5 g.) in 250 cc. AcOH hydrogenated 4.5 hrs. over 5 g. PtO₂ (added in 3 portions) gave 3.5 g. 4-cyclohexylbenzoic acid (XXVIII), m. 195-8°, and 0.7 g. mixture of XXVIII and trans-4-phenylcyclohexanecarboxylic acid, m. 166-9°. XXVI (15 g.) treated at room temperature with 100 cc. SOCl₂ and evaporated in vacuo, the residue dissolved in 150 cc. dry Et₂O and added dropwise to CH₂N₂-Et₂O, and the Et₂O evaporated after 3 hrs. yielded 7.7 g. 4(5)-trans-(4-bicyclohexylyl) diazomethyl ketone (XXIX), yellow-green leaflets, m. 98-100° (Et₂O). XXIX (7 g.) and 2 g. KOAc in 150 cc. AcOH kept 2 days at room temperature and poured into iced H₂O yielded 4.6 g. acetoxymethyl ketone analog (XXX) of XXIX, needles, m. 81.5-2.5° (EtOH). XXX (4 g.) in 200 cc. McOH, 70 cc. concentrated NH₄OH, 3.5 cc. 35% aqueous CH₂O, and 7 g. Cu(OAc)₂ heated 1 hr. on the water bath, and the crude Cu salt in 60% EtOH treated with H₂S, filtered, and evaporated yielded 0.95 g. trans-XXI, rhombs, m. 146-7° (C₆H₆); picrate, golden-yellow needles, m. 197.5-8.5° (EtOH). XXVII (20 g.) in 100 cc. Et₂O treated 2 days at room temperature with 70 cc. SOCl₂ gave 12.2 g. acid chloride which with CH₂N₂ yielded 7.5 g. trans-4-phenylcyclohexyl diazomethyl ketone (XXXI), green-yellow needles, m. 89-91° (decomposition) (Et₂O). XXXI (7 g.) gave in the usual manner 5.5 g. acetoxymethyl ketone analog (XXXII) of XXXI, needles, m. 74-5° (EtOH). XXXII (5 g.) in 200 cc. MeOH, 4 cc. CH₂O, 70 cc. concentrated NH₄OH, and 8 g. Cu(OAc)₂ gave in the usual manner 1.7 g. 4(5)-trans-(4-phenylcyclohexyl)imidazole (XXXIII), needles, m. 176-7° (aqueous EtOH); picrate, yellow needles, m. 202-3° (EtOH). XXVIII (20 g.) and 50 cc. SOCl₂ refluxed 1 hr. and evaporated, and the residue treated with CH₂N₂-Et₂O yielded 18.5 g. p-cyclohexylphenyl diazomethyl ketone (XXXIV), yellow leaflets, m. 105-7° (decomposition). XXXIV (18 g.) added in portions to 100 cc. AcOH heated 1 hr. with 2 g. KOAc, cooled, and added with stirring to iced H₂O gave 16 g. acetoxymethyl ketone analog (XXXV), needles, m. 80-1° (EtOH). XXXV (15 g.) in 400 cc. MeOH, 12 cc. 35% aqueous CH₂O, 250 cc. concentrated NH₄OH, and 15 g. Cu(OAc)₂ gave in the usual manner 8 g. 4(5)-(pcyclohexylphenyl)imidazole (XXXVI), needles, m. 173-4°; picrate, hydrate, golden-yellow needles, m. 85-95° (aqueous EtOH), m. 174-5.5° (after drying in vacuo). XXVI (35 g.) esterified with CH₂N₂, the Me ester in 90 cc. dry Et₂O added dropwise during 0.5 hr. to 8 g. powd. Na in 100 cc. dry Et₂O, stirred 10 hrs., stirred into iced H₂O and Et₂O, the aqueous phase extracted with Et₂O, and the combined Et₂O solutions worked up gave 8.5 g. trans,trans-4,4′-dicyclohexyldodecahydrobenzoin (XXXVII), leaflets, m. 146-7° (iso-Am₂O); 2,4-dinitrophenylhydrazone, brown-red needles, m. 227-8° (EtOH).XXXVII(3.5 g.), 1 g. Cu(OAc)₂, and 70% AcOH heated 1 hr., filtered, and poured into H₂O precipitated 2.6 g. trans,trans4,4′-dicyclohexyldodecahydrobenzil (XXXVIII), leaflets m. 143-4° (C₆H₆ or dioxane); 2,4-dinitrophenylhydrazone, yellow needles, m. 201-5° (EtOH). XXXVII(3g.), 20cc. HCONH₂, and 10 cc. PhNO₂ refluxed 2 hrs. and evaporated gave 0.9 g. trans-XXV, m. 265-6° (aqueous dioxane). XXXVIII (2 g.), 25 cc. AcOH, 3 g. NH₄OAc, and 1 g., XI heated 2 hrs., cooled, filtered, added with stirring to concentrated NH₄OH, and filtered yielded 1.4 g. trans-XXV, m. 265-6° (PhCl); picrate, yellow leaflets, m. 239-42° (EtOH). XXVII (30 g.) esterified with CH₂N₂ and then treated in the usual manner with 8 g. trans,trans-4,4’diphenyldodecahydrobenzoin (XXXIX), needles, m. 136-7.5° (iso-Am₂O). XXXIX (3 g.), 1 g. Cu(OAc)₂, and 70% AcOH refluxed 1 hr., filtered, and poured into H₂O precipitated 2.5 g. trans,trans-4,4′-diphenyldodecahydrobenzil (XL), deep yellow needles, m. 159-62° (C₆H₆ or dioxane). XXXIX (3 g.) and 150 cc. HCONH₂ refluxed 2 hrs. gave 0.7 g. 4,5-bis(trans-4-phenylcyelohexyl)imidazole (XLI), needles, m. 249- 50° (PhCl). XL (2 g.), 40 cc. AcOH, 3.5 g. NH₄OAc, and 1.4 g. XI heated 2 hrs. gave 1.1 g. XLI, needles, m. 249-50° (PhCl); picrate, yellow needles, m. 242-4° (EtOH). XXVIII treated with CH₂N₂-Et₂O gave 90% Me ester, leaflets, m. 47-8° (MeOH); a 30-g. portion condensed in the usual manner with 7 g. Na sand in dry Et₂O, and the resulting crude acyloin (2 g.) oxidized in 70% AcOH with 1 g. Cu(OAc)₂ gave 0.95 g. 4,4′-dicyclohexylbenzil, yellow-green crystals, m. 164.5-66° (dioxane). XXXIII (1 g.) in 50 cc. AcOH and 50 cc. 50% H₂SO₄ hydrogenated 2 hrs. at 21°/764 mm. over 1.2 g. PtO₂, filtered, and added with stirring and cooling to concentrated NH₄OH gave trans-XXI, m. 146-7°. XLI (1 g.) gave similarly trans-XXV, needles, m. 265-6° (PhCl). V (4 g.) in 75 cc. AcOH and 75 cc. 50% H₂SO₄ hydrogenated 3 hrs. at 20°/764 mm. over 2 g. PtO₂ gave 2 g. XXXVI, m. 170-4° (C₆H₆). XXXI (3 g.) in 100 cc. absolute EtOH hydrogenated 5 hrs. at 160°/100 atm. over 5 g. Ni-Mg oxalate catalyst and worked up, and the sirupy product treated with pieric acid gave 3.8 g. picrate of XXXVI. By similar hydrogenation in AcOH with and without added H₂SO₄ over PtO₂ were prepared the following compounds (m.p., m.p. of picrate, starting material, and g. amount used, cc. amount AcOH used, g. amount PtO₂ used, and hydrogenation time in hrs. given): 2-(4-bicyclohexylyl)imidazole, 145-210° (dioxane), 190-218°, IV, 0.5, 50, 0.5, 23; XXI, 130-45° (EtOH), 190-8°, V, 0.5, 50 (and 20 cc. 50% H₂SO₄), 1, 1; 2,4(5)-di(4-bicyclohexylyl)imidazole, 150-210° (EtOH), 130-210°, VII, 0.5, 100, 0.5, 15; XXV, 259-63° (and 230-58°) (EtOH),208-10° (and 235-42°), IX, 0.25, 75 (and 30 cc. 50% H₂SO₄), -, 4; 2,4,5-tri(4-bicyclohexylyl)imidazole, 110° (EtOH), -, XII, 0.25, 50, 0.25, 12; 2-(4-bicyclohexylyl)4(5)-cyclohexylimidazole, 160-70° (and 173-4°) (Me₂CO), -, XIII, 0.5, 50, 0.5, 6; 2-cyclohexyl-4(5)-(4-bicyclohex-ylyl)imidazole, 209-17° (and 224-6°) (EtOH), 190-8°, XV, 0.3, 50, 0.5, 9; 2-(4-bicyclohexylyl)-4,5-dicyclohexylimidazole, 185-98° (and 200-200.5°) (dioxane), -, XIV, 1-100, 0.5, 8; 2-cyclohexyl-4,5-di(4-bicyclohexylyl)imidazole, 95-104° (EtOH), -, XVI, 0.5, 50, 0.5, 20.

Journal fuer Praktische Chemie (Leipzig) published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Product Details of C13H16O2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Sun, Lina published the artcileMetabolic labeling of HIV-1 envelope glycoprotein gp120 to elucidate the effect of gp120 glycosylation on antigen uptake, Product Details of C19H15NO3, the publication is Journal of Biological Chemistry (2018), 293(39), 15178-15194, database is CAplus and MEDLINE.

The glycan shield on the envelope glycoprotein gp120 of HIV-1 has drawn immense attention as a vulnerable site for broadly neutralizing antibodies and for its significant impact on host adaptive immune response to HIV-1. Glycosylation sites and glycan composition/structure at each site on gp120 along with the interactions of gp120 glycan shield with broadly neutralizing antibodies have been extensively studied. However, a method for directly and selectively tracking gp120 glycans has been lacking. Here, we integrate metabolic labeling and click chem. technol. with recombinant gp120 expression to demonstrate that gp120 glycans could be specifically labeled and directly detected. Selective labeling of gp120 by N-azidoacetylmannosamine (ManNAz) and N-azidoacetylgalactosamine (GalNAz) incorporation into the gp120 glycan shield was characterized by MS of tryptic glycopeptides. By using metabolically labeled gp120, we investigated the impact of gp120 glycosylation on its interaction with host cells and demonstrated that oligomannose enrichment and sialic acid deficiency drastically enhanced gp120 uptake by bone marrow-derived dendritic cells. Collectively, our data reveal an effective labeling and detection method for gp120, serving as a tool for functional characterization of the gp120 glycans and potentially other glycosylated proteins.

Journal of Biological Chemistry published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C23H20BN, Product Details of C19H15NO3.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider