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

Base Information

• Chemical Name: (3S,4R)-1-tert-butyl 3-methyl 4-(3,4-dichlorophenyl)pyrrolidine-1,3-dicarboxylate
• CAS No.: 1001179-51-6
• Molecular Formula: C₁₇H₂₁Cl₂NO₄
• Molecular Weight: 374.264
• Mol file: 1001179-51-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (3S,4R)-1-tert-butyl 3-methyl 4-(3,4-dichlorophenyl)pyrrolidine-1,3-dicarboxylate 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:

(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 ℃;

Reference yield:

methyl 3-(3,4-dichlorophenyl)-2-propenoate (82475-75-0) → (3S,4R)-1-tert-butyl 3-methyl 4-(3,4-dichlorophenyl)pyrrolidine-1,3-dicarboxylate (1001179-51-6)

Guidance literature:

Multi-step reaction with 3 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

3.1: triethylamine / tetrahydrofuran / 20 °C

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

Reference yield:

(3S,4R)-1-benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acid methyl ester (1001179-45-8) → (3S,4R)-1-tert-butyl 3-methyl 4-(3,4-dichlorophenyl)pyrrolidine-1,3-dicarboxylate (1001179-51-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: triethylamine / tetrahydrofuran / 20 °C

With carbonochloridic acid 1-chloro-ethyl ester; triethylamine; In tetrahydrofuran; 1,2-dichloro-ethane;

upstream raw materials:

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

di-tert-butyl dicarbonate

(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-butoxycarbonyl)-4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylic acid