(3S,4R)-methyl 4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylate

Base Information

• Chemical Name: (3S,4R)-methyl 4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylate
• CAS No.: 1001179-48-1
• Molecular Formula: C₁₂H₁₃Cl₂NO₂
• Molecular Weight: 274.147
• Mol file: 1001179-48-1.mol

Synonyms:(3S,4R)-methyl 4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylate

Chemical Property of (3S,4R)-methyl 4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R)-methyl 4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylate

There total 2 articles about (3S,4R)-methyl 4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylate 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: 98.0%

(3S,4R)-1-benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acid methyl ester (1001179-45-8) → (3S,4R)-methyl 4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylate (1001179-48-1)

Guidance literature:

(3S,4R)-1-benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acid methyl ester; With carbonochloridic acid 1-chloro-ethyl ester; In 1,2-dichloro-ethane; at 0 ℃; for 1h; Heating / reflux;

With sodium carbonate; In chloroform;

Reference yield:

methyl 3-(3,4-dichlorophenyl)-2-propenoate (82475-75-0) → (3S,4R)-methyl 4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylate (1001179-48-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / -5 - 20 °C

1.3: pH 14

2.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 1 h / 0 °C / Heating / reflux

With carbonochloridic acid 1-chloro-ethyl ester; trifluoroacetic acid; In dichloromethane; 1,2-dichloro-ethane;

Reference yield:

(3S,4R)-methyl 4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylate (1001179-48-1) + di-tert-butyl dicarbonate (24424-99-5) → (3S,4R)-1-tert-butyl 3-methyl 4-(3,4-dichlorophenyl)pyrrolidine-1,3-dicarboxylate (1001179-51-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃;

upstream raw materials:

(3S,4R)-1-benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acid methyl ester

methyl 3-(3,4-dichlorophenyl)-2-propenoate

Downstream raw materials:

(3S,4R)-1-tert-butyl 3-methyl 4-(3,4-dichlorophenyl)pyrrolidine-1,3-dicarboxylate

(3S,4R)-1-(tert-butoxycarbonyl)-4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylic acid