(S)-tert-butyl (1-cyclohexyl-4-methyl-3-oxopent-4-en-2-yl)carbamate

Base Information

• Chemical Name: (S)-tert-butyl (1-cyclohexyl-4-methyl-3-oxopent-4-en-2-yl)carbamate
• CAS No.: 1620107-67-6
• Molecular Formula: C₁₇H₂₉NO₃
• Molecular Weight: 295.422
• Mol file: 1620107-67-6.mol

Synonyms:(S)-tert-butyl (1-cyclohexyl-4-methyl-3-oxopent-4-en-2-yl)carbamate

Chemical Property of (S)-tert-butyl (1-cyclohexyl-4-methyl-3-oxopent-4-en-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl (1-cyclohexyl-4-methyl-3-oxopent-4-en-2-yl)carbamate

There total 5 articles about (S)-tert-butyl (1-cyclohexyl-4-methyl-3-oxopent-4-en-2-yl)carbamate 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: 77.0%

2-bromoprop-1-ene (557-93-7) + (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]-N-methoxy-N-methylcyclohexanepropanamide (115766-13-7) → (S)-tert-butyl (1-cyclohexyl-4-methyl-3-oxopent-4-en-2-yl)carbamate (1620107-67-6)

Guidance literature:

2-bromoprop-1-ene; With tert.-butyl lithium; In diethyl ether; at -78 ℃; for 0.25h;

(S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]-N-methoxy-N-methylcyclohexanepropanamide; In diethyl ether; at -78 - -40 ℃;

DOI:10.1021/jm500716s

Reference yield: 76.0%

isopropenylmagnesium bromide (13291-18-4) + (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]-N-methoxy-N-methylcyclohexanepropanamide (115766-13-7) → (S)-tert-butyl (1-cyclohexyl-4-methyl-3-oxopent-4-en-2-yl)carbamate (1620107-67-6)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 12h;

DOI:10.1021/acs.jmedchem.0c00416

Reference yield:

(S)-2-tert-butoxycarbonylamino-3-cyclohexylpropionic acid (37736-82-6) → (S)-tert-butyl (1-cyclohexyl-4-methyl-3-oxopent-4-en-2-yl)carbamate (1620107-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2-(6-chloro-1H-benzotriazole-1-yl)21,1,3,3-tetramethylaminiumhexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane

2.1: tert.-butyl lithium / diethyl ether / 0.25 h / -78 °C

2.2: -78 - -40 °C

With 2-(6-chloro-1H-benzotriazole-1-yl)21,1,3,3-tetramethylaminiumhexafluorophosphate; tert.-butyl lithium; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;

DOI:10.1021/jm500716s

upstream raw materials:

(S)-2-tert-butoxycarbonylamino-3-cyclohexylpropionic acid

2-bromoprop-1-ene

(S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]-N-methoxy-N-methylcyclohexanepropanamide

isopropenylmagnesium bromide

Downstream raw materials:

tert-butyl ((S)-3-cyclohexyl-1-((R)-2-methyloxiran-2-yl)-1-oxopropan-2-yl)carbamate