(4S)-3-<(2S)-1-oxo-2-<<(phenylmethyl)thio>methyl>-3-phenylpropyl>-4-(1-methylethyl)-2-oxazolidinone

Base Information

• Chemical Name: (4S)-3-<(2S)-1-oxo-2-<<(phenylmethyl)thio>methyl>-3-phenylpropyl>-4-(1-methylethyl)-2-oxazolidinone
• CAS No.: 95798-35-9
• Molecular Formula: C₂₃H₂₇NO₃S
• Molecular Weight: 397.538
• Mol file: 95798-35-9.mol

Synonyms:(4S)-3-<(2S)-1-oxo-2-<<(phenylmethyl)thio>methyl>-3-phenylpropyl>-4-(1-methylethyl)-2-oxazolidinone

Chemical Property of (4S)-3-<(2S)-1-oxo-2-<<(phenylmethyl)thio>methyl>-3-phenylpropyl>-4-(1-methylethyl)-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-3-<(2S)-1-oxo-2-<<(phenylmethyl)thio>methyl>-3-phenylpropyl>-4-(1-methylethyl)-2-oxazolidinone

There total 1 articles about (4S)-3-<(2S)-1-oxo-2-<<(phenylmethyl)thio>methyl>-3-phenylpropyl>-4-(1-methylethyl)-2-oxazolidinone 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: 62.0%

benzyl bromomethyl thioether (15960-81-3) + (4S)-3-(3-phenylpropionyl)-4-(2-propyl)oxazolidin-2-one (95798-31-5) → (4S)-3-<(2S)-1-oxo-2-<<(phenylmethyl)thio>methyl>-3-phenylpropyl>-4-(1-methylethyl)-2-oxazolidinone (95798-35-9)

Guidance literature:

(4S)-3-(3-phenylpropionyl)-4-(2-propyl)oxazolidin-2-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; for 0.25h;

benzyl bromomethyl thioether; In tetrahydrofuran; at -78 - -15 ℃; for 14h;

DOI:10.1002/hlca.200590051

Reference yield: 75.0%

(4S)-3-<(2S)-1-oxo-2-<<(phenylmethyl)thio>methyl>-3-phenylpropyl>-4-(1-methylethyl)-2-oxazolidinone (95798-35-9) → (4S)-4-isopropyl-1,3-oxazolidin-2-one (17016-83-0) + (2S)-2-<<(phenylmethyl)thio>methyl>-3-phenylpropanoic acid ester (95798-36-0)

Guidance literature:

With lithium benzyloxide; In tetrahydrofuran; at 0 ℃; for 1.5h;

DOI:10.1021/jo00211a008

Reference yield:

(4S)-3-<(2S)-1-oxo-2-<<(phenylmethyl)thio>methyl>-3-phenylpropyl>-4-(1-methylethyl)-2-oxazolidinone (95798-35-9) → (4S)-3-(3-phenylpropionyl)-4-(2-propyl)oxazolidin-2-one (95798-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / lithium benzyloxide / tetrahydrofuran / 1.5 h / 0 °C

2: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 2.) 0 deg C, 0.5 h

With n-butyllithium; lithium benzyloxide; In tetrahydrofuran;

DOI:10.1021/jo00211a008

upstream raw materials:

benzyl bromomethyl thioether

(4S)-3-(3-phenylpropionyl)-4-(2-propyl)oxazolidin-2-one

Downstream raw materials:

(4S)-4-isopropyl-1,3-oxazolidin-2-one

(2S)-2-<<(phenylmethyl)thio>methyl>-3-phenylpropanoic acid ester

(4S)-3-(3-phenylpropionyl)-4-(2-propyl)oxazolidin-2-one

(2S)-2-<<(phenylmethyl)thio>methyl>-3-phenylpropanoic acid