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

Base Information

• Chemical Name: 5-{(R)-2-[(R)-5-(3-Chloro-phenyl)-2-oxo-oxazolidin-3-yl]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid diethyl ester
• CAS No.: 139013-14-2
• Molecular Formula: C₂₅H₂₆ClNO₈
• Molecular Weight: 503.936
• Mol file: 139013-14-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 12 articles about 5-{(R)-2-[(R)-5-(3-Chloro-phenyl)-2-oxo-oxazolidin-3-yl]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid diethyl 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: 64.0%

diethyl dibromomalonate (631-22-1) + (R)-5-(3-Chloro-phenyl)-3-[(R)-2-(3,4-dihydroxy-phenyl)-1-methyl-ethyl]-oxazolidin-2-one (142796-56-3) → 5-{(R)-2-[(R)-5-(3-Chloro-phenyl)-2-oxo-oxazolidin-3-yl]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid diethyl ester (139013-14-2)

Guidance literature:

With potassium carbonate;

DOI:10.1021/jm00094a025

Reference yield:

(S)-(+)-2-tert-butoxycarbonylamino-3-(3,4-dimethoxyphenyl)propionic acid methyl ester (138908-56-2) → 5-{(R)-2-[(R)-5-(3-Chloro-phenyl)-2-oxo-oxazolidin-3-yl]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid diethyl ester (139013-14-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 98 percent / LiBH₄

2: 86 percent / triethylamine

4: H₂ / Pd/C

5: N-(trimethylsilyl)acetamide / dimethylsulfoxide

7: 90 percent / BBr₃

8: 64 percent / K₂CO₃

With lithium borohydride; hydrogen; boron tribromide; potassium carbonate; 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) → 5-{(R)-2-[(R)-5-(3-Chloro-phenyl)-2-oxo-oxazolidin-3-yl]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid diethyl ester (139013-14-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 86 percent / triethylamine

3: H₂ / Pd/C

4: N-(trimethylsilyl)acetamide / dimethylsulfoxide

6: 90 percent / BBr₃

7: 64 percent / K₂CO₃

With hydrogen; boron tribromide; potassium carbonate; triethylamine; N-Trimethylsilylacetamide; palladium on activated charcoal; In dimethyl sulfoxide;

DOI:10.1021/jm00094a025

upstream raw materials:

diethyl dibromomalonate

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

3-chlorophenacyl chloride

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

Downstream raw materials:

CL 316243