Carbamic acid, [(1R,3R,4S)-3-(3-methylbutyl)-4-[[[[3-(trifluoromethyl)benzoyl]amino]acet yl]amino]cyclohexyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1R,3R,4S)-3-(3-methylbutyl)-4-[[[[3-(trifluoromethyl)benzoyl]amino]acet yl]amino]cyclohexyl]-, 1,1-dimethylethyl ester
• CAS No.: 847956-58-5
• Molecular Formula: C26H38F3N3O4
• Molecular Weight: 513.601
• Mol file: 847956-58-5.mol

Synonyms:

Chemical Property of Carbamic acid, [(1R,3R,4S)-3-(3-methylbutyl)-4-[[[[3-(trifluoromethyl)benzoyl]amino]acet yl]amino]cyclohexyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1R,3R,4S)-3-(3-methylbutyl)-4-[[[[3-(trifluoromethyl)benzoyl]amino]acet yl]amino]cyclohexyl]-, 1,1-dimethylethyl ester

There total 4 articles about Carbamic acid, [(1R,3R,4S)-3-(3-methylbutyl)-4-[[[[3-(trifluoromethyl)benzoyl]amino]acet yl]amino]cyclohexyl]-, 1,1-dimethylethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

[(1R,3R,4S)-4-amino-3-(3-methyl-butyl)-cyclohexyl]-carbamic acid tert-butyl ester (847956-57-4) + m-trifluoromethylhippuric acid (17794-48-8) → {(1R,3R,4S)-3-(3-methyl-butyl)-4-[2-(3-trifluoromethyl-benzoylamino)-acetylamino]-cyclohexyl}-carbamic acid tert-butyl ester (847956-58-5)

Guidance literature:

With N,N-diethyl-N-isopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In DMF (N,N-dimethyl-formamide); dichloromethane; at 20 ℃; for 12h;

Reference yield:

(1R,2S,5R)-tert-butyl 2-(benzyloxycarbonylamino)-7-oxo-6-azabicyclo[3.2.1]octane-6-carboxylate (746670-91-7) → {(1R,3R,4S)-3-(3-methyl-butyl)-4-[2-(3-trifluoromethyl-benzoylamino)-acetylamino]-cyclohexyl}-carbamic acid tert-butyl ester (847956-58-5)

Guidance literature:

Multi-step reaction with 4 steps

1: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 1.75 h / 0 °C

2: potassium hexamethylsilazane / tetrahydrofuran / 0 °C

3: 5%-palladium/activated carbon; hydrogen / methanol

4: N-ethyl-N,N-diisopropylamine; BOP / dichloromethane; N,N-dimethyl-formamide

With 5%-palladium/activated carbon; BOP; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ml500505q

Reference yield:

tert-butyl (1R,2S,5R,7R/S)-2-(benzyloxycarbonylamino)-7-hydroxy-6-aza-bicyclo[3.2.1]octane-6-carboxylate (847955-78-6) → {(1R,3R,4S)-3-(3-methyl-butyl)-4-[2-(3-trifluoromethyl-benzoylamino)-acetylamino]-cyclohexyl}-carbamic acid tert-butyl ester (847956-58-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hexamethylsilazane / tetrahydrofuran / 0 °C

2: 5%-palladium/activated carbon; hydrogen / methanol

3: N-ethyl-N,N-diisopropylamine; BOP / dichloromethane; N,N-dimethyl-formamide

With 5%-palladium/activated carbon; BOP; hydrogen; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ml500505q

upstream raw materials:

[(1R,3R,4S)-4-amino-3-(3-methyl-butyl)-cyclohexyl]-carbamic acid tert-butyl ester

m-trifluoromethylhippuric acid

(1R,2S,5R)-tert-butyl 2-(benzyloxycarbonylamino)-7-oxo-6-azabicyclo[3.2.1]octane-6-carboxylate

tert-butyl (1R,2S,5R,7R/S)-2-(benzyloxycarbonylamino)-7-hydroxy-6-aza-bicyclo[3.2.1]octane-6-carboxylate