(R)-3-Cyclohexyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-propionic acid benzyl ester

Base Information

• Chemical Name: (R)-3-Cyclohexyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-propionic acid benzyl ester
• CAS No.: 161634-01-1
• Molecular Formula: C₃₁H₃₃NO₄
• Molecular Weight: 483.607
• Mol file: 161634-01-1.mol

Synonyms:(R)-3-Cyclohexyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-propionic acid benzyl ester

Chemical Property of (R)-3-Cyclohexyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-Cyclohexyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-propionic acid benzyl ester

There total 3 articles about (R)-3-Cyclohexyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-propionic acid benzyl 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: 75.0%

cyclohexylmagnesiumchloride (931-51-1) + 2-((4S,5R)-2-Oxo-4,5-diphenyl-oxazolidin-3-yl)-acrylic acid benzyl ester (161633-84-7) → (R)-3-Cyclohexyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-propionic acid benzyl ester (161634-01-1)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; diethyl ether; a) -78 deg C, 2 h, b) 0 deg C, 30 min;

DOI:10.1021/ja00097a020

Reference yield:

2-((4S,5R)-2-Oxo-4,5-diphenyl-oxazolidin-3-yl)-acrylic acid (161633-83-6) → (R)-3-Cyclohexyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-propionic acid benzyl ester (161634-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dimethylformamide / 19 h

2: 75 percent / CuI / tetrahydrofuran; diethyl ether / a) -78 deg C, 2 h, b) 0 deg C, 30 min

With copper(l) iodide; triethylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ja00097a020

Reference yield:

(4S,5R)-4,5-Diphenyl-3-(1-trimethylstannanyl-vinyl)-oxazolidin-2-one → (R)-3-Cyclohexyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-propionic acid benzyl ester (161634-01-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, Et₂O, pentane, hexane, -100 deg C, 30 min, 2.) THF, Et₂O, pentane, hexane, from -100 deg C to RT

2: Et₃N / dimethylformamide / 19 h

3: 75 percent / CuI / tetrahydrofuran; diethyl ether / a) -78 deg C, 2 h, b) 0 deg C, 30 min

With copper(l) iodide; n-butyllithium; triethylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ja00097a020

upstream raw materials:

cyclohexylmagnesiumchloride

2-((4S,5R)-2-Oxo-4,5-diphenyl-oxazolidin-3-yl)-acrylic acid benzyl ester

2-((4S,5R)-2-Oxo-4,5-diphenyl-oxazolidin-3-yl)-acrylic acid

Downstream raw materials:

3-cyclohexyl-D-alanine