[R-(R*,R*)]-5-(3-chlorophenyl)-3-[2-(3,4-dimethoxylphenyl)-1-methyl-ethyl]-oxazolidin-2-one

Base Information

• Chemical Name: [R-(R*,R*)]-5-(3-chlorophenyl)-3-[2-(3,4-dimethoxylphenyl)-1-methyl-ethyl]-oxazolidin-2-one
• CAS No.: 138908-58-4
• Molecular Formula: C₂₀H₂₂ClNO₄
• Molecular Weight: 375.852
• Mol file: 138908-58-4.mol

Synonyms:[R-(R*,R*)]-5-(3-chlorophenyl)-3-[2-(3,4-dimethoxylphenyl)-1-methyl-ethyl]-oxazolidin-2-one

Chemical Property of [R-(R*,R*)]-5-(3-chlorophenyl)-3-[2-(3,4-dimethoxylphenyl)-1-methyl-ethyl]-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [R-(R*,R*)]-5-(3-chlorophenyl)-3-[2-(3,4-dimethoxylphenyl)-1-methyl-ethyl]-oxazolidin-2-one

There total 9 articles about [R-(R*,R*)]-5-(3-chlorophenyl)-3-[2-(3,4-dimethoxylphenyl)-1-methyl-ethyl]-oxazolidin-2-one 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:

(S)-(+)-2-tert-butoxycarbonylamino-3-(3,4-dimethoxyphenyl)propionic acid methyl ester (138908-56-2) → [R-(R*,R*)]-5-(3-chlorophenyl)-3-[2-(3,4-dimethoxylphenyl)-1-methyl-ethyl]-oxazolidin-2-one (138908-58-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / LiBH₄

2: 86 percent / triethylamine

4: H₂ / Pd/C

5: N-(trimethylsilyl)acetamide / dimethylsulfoxide

With lithium borohydride; hydrogen; triethylamine; N-Trimethylsilylacetamide; palladium on activated charcoal; In dimethyl sulfoxide;

DOI:10.1021/jm00094a025

Reference yield:

(S)-(-)-[2-(3,4-dimethoxyphenyl)-1-hydroxymethylethyl]carbamic acid tert-butyl ester (105779-71-3) → [R-(R*,R*)]-5-(3-chlorophenyl)-3-[2-(3,4-dimethoxylphenyl)-1-methyl-ethyl]-oxazolidin-2-one (138908-58-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / triethylamine

3: H₂ / Pd/C

4: N-(trimethylsilyl)acetamide / dimethylsulfoxide

With hydrogen; triethylamine; N-Trimethylsilylacetamide; palladium on activated charcoal; In dimethyl sulfoxide;

DOI:10.1021/jm00094a025

Reference yield:

(S)-2-((tert-butoxycarbonyl)amino)-3-(3,4-dimethoxyphenyl)propyl methanesulfonate (138908-57-3) → [R-(R*,R*)]-5-(3-chlorophenyl)-3-[2-(3,4-dimethoxylphenyl)-1-methyl-ethyl]-oxazolidin-2-one (138908-58-4)

Guidance literature:

Multi-step reaction with 4 steps

2: H₂ / Pd/C

3: N-(trimethylsilyl)acetamide / dimethylsulfoxide

With hydrogen; N-Trimethylsilylacetamide; palladium on activated charcoal; In dimethyl sulfoxide;

DOI:10.1021/jm00094a025

upstream raw materials:

3-chlorophenacyl chloride

(R)-3,4-dimethoxy-α-methylbenzeneethanamine

(R)-meta-chlorostyrene oxide

(S)-(-)-[2-(3,4-dimethoxyphenyl)-1-hydroxymethylethyl]carbamic acid tert-butyl ester

Downstream raw materials:

5-{(R)-2-[(R)-5-(3-Chloro-phenyl)-2-oxo-oxazolidin-3-yl]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid diethyl ester

CL 316243

(R)-5-(3-Chloro-phenyl)-3-[(R)-2-(3,4-dihydroxy-phenyl)-1-methyl-ethyl]-oxazolidin-2-one