(2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid methyl ester

Base Information

• Chemical Name: (2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid methyl ester
• CAS No.: 134848-77-4
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.293
• Mol file: 134848-77-4.mol

Synonyms:(2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid methyl ester

Chemical Property of (2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid methyl ester

There total 1 articles about (2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid methyl 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:

methanol (67-56-1) + (2R,3S)-nor-C-statine hydrochloride (121506-22-7) → (2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid methyl ester (134848-77-4)

Guidance literature:

With thionyl chloride;

DOI:10.1246/bcsj.65.360

Reference yield: 75.0%

phosgene (75-44-5) + (2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid methyl ester (134848-77-4) → (4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid methyl ester (134848-78-5)

Guidance literature:

With triethylamine; In toluene; at 0 ℃; for 0.5h;

DOI:10.1021/jm00113a005

Reference yield:

(2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid methyl ester (134848-77-4) → (4S,5R)-4-(cyclohexylmethyl)-5-(1-oxo-4-pentenyl)-2-oxazolidinone (134848-80-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / Et₃N / toluene / 0.5 h / 0 °C

2: 80 percent / Me₃Al / toluene / 1.5 h / 0 °C

3: 82 percent / tetrahydrofuran / 1 h / 0 °C

With trimethylaluminum; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1021/jm00113a005

upstream raw materials:

methanol

(2R,3S)-nor-C-statine hydrochloride

Downstream raw materials:

(4S,5R)-4-cyclohexylmethyl-2-oxazolidinone-5-carboxylic acid methyl ester

(4S,5R)-4-(cyclohexylmethyl)-5-(1-oxo-4-pentenyl)-2-oxazolidinone

(4S,5R)-4-(cyclohexylmethyl)-N-methoxy-N-methyl-2-oxo-5-oxazolidinecarboxamide

(4S,5R)-5-(2-But-3-enyl-[1,3]dioxolan-2-yl)-4-cyclohexylmethyl-oxazolidin-2-one