37982-23-3

Upstream product

• 1444-65-1 (RS)-2-phenylcyclohexanone 
• 93-92-5 1-phenylethyl acetate 
• 6290-49-9 methyl methoxyacetate 
• 1011-11-6 trans-2-phenylcyclohexylamine 
• 141-78-6 ethyl acetate 
• 75-36-5 acetyl chloride 
• 771-98-2 1-Phenylcyclohexene 
• 34281-92-0 (1S,2R)-trans-2-phenyl-1-cyclohexanol 
• 71-43-2 benzene 
• 100-58-3 phenylmagnesium bromide 
• 34713-97-8 (+/-)-trans-2-phenyl-cyclohexanecarbonyl chloride 
• 25022-23-5 phenyl-1 aza-7 bicyclo<4.1.0>heptane 
• 22591-17-9 2-phenylcyclohexanone oxime 
• 5670-71-3 1-nitro-2-phenylcyclohex-1-ene 

Downstream Products

• 1501-05-9 5-oxo-5-phenylvaleric acid 
• 92321-01-2 trans-1-(N,N-dimethylamino)-2-phenylcyclohexane 
• 966-89-2 (+/-)-N-(trans-2-phenyl-cyclohexyl)-benzamide 
• 70113-90-5 (+/-)-N-(trans-2-phenyl-cyclohexyl)-acetamide 
• 25342-13-6 (+/-)-chloroacetic acid-(trans-2-phenyl-cyclohexylamide) 
• 69743-67-5 (1R,2S)-trans-2-phenylcyclohexylamine 
• 312611-48-6 (1R,2S)-N-(2-phenylcyclohexyl)acetamide 
• 70113-90-5 (1S,2R)-N-(2-phenylcyclohexyl)acetamide 
• 101427-67-2 (+/-)-N,N-dimethyl-N'-(trans-2-phenyl-cyclohexyl)-ethylenediamine 
• 107151-59-7 (+/-)-N,N-dimethyl-glycine-(trans-2-phenyl-cyclohexylamide) 
• 102753-41-3 (+/-)-N-benzyl-N',N'-dimethyl-N-(trans-2-phenyl-cyclohexyl)-ethylenediamine 
• 92321-01-2 cis-1-(N,N-dimethylamino)-2-phenylcyclohexane 

Relevant academic research and scientific papers

Nickel-Catalyzed Dearomative trans -1,2-Carboamination

We describe the development of an arenophile-mediated, nickel-catalyzed dearomative trans-1,2-carboamination protocol. A range of readily available aromatic compounds was converted to the corresponding dienes using Grignard reagents as nucleophiles. This strategy provided products with exclusive trans-selectivity and high enantioselectivity was observed in case of benzene and naphthalene. The utility of this methodology was showcased by controlled and stereoselective preparation of small, functionalized molecules.

Reductive amination of ketonic compounds catalyzed by Cp*Ir(III) complexes bearing a picolinamidato ligand

Cp*Ir complexes bearing a 2-picolinamide moiety serve as effective catalysts for the direct reductive amination of ketonic compounds to give primary amines under transfer hydrogenation conditions using ammonium formate as both the nitrogen and hydrogen source. The clean and operationally simple transformation proceeds with a substrate to catalyst molar ratio (S/C) of up to 20,000 at relatively low temperature and exhibits excellent chemoselectivity toward primary amines.

METAL CATALYZED DEAROMATIVE 1,2-CARBOAMINATION

Described herein is the development of an arenophile-mediated, nickel-catalyzed dearomative trans-1,2-carboamination protocol. A range of readily available aromatic compounds was converted to the corresponding dienes using Grignard reagents as nucleophiles. This strategy provided products with exclusive trans-selectivity and high enantioselectivity was observed in case of benzene and naphthalene. The utility of this methodology was showcased by controlled and stereoselective preparation of small, functionalized molecules. A concise synthesis of (+)-pancratistatin and (+)-7-deoxypancratistatin from benzene using an enantioselective, dearomative carboamination strategy has been achieved. This approach, in combination with the judicious choice of subsequent olefin-type difunctionalization reactions, permits rapid and controlled access to a hexasubstituted core. Finally, minimal use of intermediary steps as well as direct, late stage C-7 hydroxylation provides both natural products in six and seven operations.

Visible-Light-Promoted Metal-Free Aerobic Oxidation of Primary Amines to Acids and Lactones

A unique metal-free aerobic oxidation of primary amines via visible light photocatalytic double carbon–carbon bonds cleavage and multi carbon–hydrogen bonds oxidation was observed. Aerobic oxidation of primary amines could be controlled to afford acids by using dioxane with 18 W CFL, and lactones by using DMF with 8 W green LEDs, respectively. A plausible mechanism was proposed based on control experiments. This observation showed direct evidences for the fragmentation in the aerobic oxidation of aliphatic primary amines.

Enantioselective acylation of rac-2-phenylcycloalkanamines catalyzed by lipases

The kinetic resolution of some 2-phenylcycloalkanamines was performed by means of aminolysis reactions catalyzed by lipases, with Kazlauskas' rule being obeyed in all cases. The size of the ring and the stereochemistry of the stereogenic centers of the amines had a strong influence on both the enantiomeric ratio and the reaction rate of these aminolysis processes. Lipase B from Candida antarctica (CAL-B) showed excellent enantioselectivities toward trans-2-phenylcyclohexanamine in a variety of reaction conditions (E >150), whereas lipase A from C. antarctica (CAL-A) was the best catalyst for the acylation of cis-2-phenylcyclohexanamine (E = 34) and trans-2- phenylcyclopropanamine (E = 9).

THIADIAZOLEDIOXIDES AND THIADIAZOLEOXIDES AS CXC- AND CC-CHEMOKINE RECEPTOR LIGANDS

Disclosed are novel compounds of the formula (IA) and the pharmaceutically acceptable salts and solvates thereof. Examples of groups comprising Substituent A include heteroaryl, aryl, heterocycloalkyl, cycloalkyl, aryl, alkynyl, alkenyl, aminoalkyl, alkyl or amino. Examples of groups comprising Substituent B include aryl and heteroaryl. Also disclosed is a method of treating a chemokine mediated diseases, such as, cancer, angiogenisis, angiogenic ocular diseases, pulmonary diseases, multiple sclerosis, rheumatoid arthritis, osteoarthritis, stroke and cardiac reperfusion injury, acute pain, acute and chronic inflammatory pain, and neuropathic pain using a compound of formula (IA).

3,4-Di-substituted cyclobutene-1,2-diones as CXC-chemokine receptor ligands

There are disclosed compounds of the formula or a pharmaceutically acceptable salt or solvate thereof which are useful for the treatment of chemokine-mediated diseases such as acute and chronic inflammatory disorders and cancer.

3,4-Di-substituted cyclobutene-1,2-diones as CXC-chemokine receptor ligands

There are disclosed compounds of the formula or a pharmaceutically acceptable salt or solvate thereof which are useful for the treatment of chemokine-mediated diseases such as acute and chronic inflammatory disorders and cancer.

2-Amino-2-oxazolines as subtype selective α2 adrenoceptor agonists

Cyclohexylamino oxazoline I (AGN 190837), an analogue of 2 (Bay a6781), is a potent α2 adrenoceptor agonist. On the basis of a design generated by receptor-ligand modeling, a number of cyclohexyl and norbornyl analogues were synthesized wherein the propyl group of I was replaced by phenylalkyl subsituents. This resulted in compound 6 being an α(2c) selective agonist, as well as 7 and 9 being α(2a)/α(2c) selective.

Carbon-Skeletal Anionic Rearrangements of Tertiary Benzylic Amines: Geometric and Electronic Requirements for Generating the Spiroazacyclopropane Intermediate

In order to determine the scope and mechanism for the base-promoted rearrangement of tertiary amines, a wide variety of benzylic amines were treated with n-BuLi in THF or TMEDA, n-BuLi-KO-t-Bu mixtures, or KH.The following amines were examined: benzyldimethylamine, benzylmethylphenylamine, benzyldiphenylamine, N-benzylcarbazole, N-benzyl-1,2,3,4-tetrahydrocarbazole, N-benzyl-1,1a,2,3,4,4a-cis-hexahydrocarbazole, N-(2-phenylethyl)carbazole, N-(3-phenylpropyl)carbazole, N-(2-chloroethyl)carbazole, N-benzyl-9,9-dimethyl-9,10-dihydroacridine, N-benzyl-o,o'-iminodibenzyl, 9-(diphenylamino)fluorene, 9-anilino-9-phenylfluorene, 9-(methylphenylamino)fluorene, and diphenyl(diphenylmethyl)amine.In certain cases, ethylation products were obtained from the interaction of intermediate carbanions with ethylene generated by the decomposition of THF.The results are interpreted in terms of intramolecular shifts of aryl groups from nitrogen to benzylic carbon proceeding by way of a bridging aryl transition state or intermediate.