(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid

Base Information

• Chemical Name: (3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid
• CAS No.: 1310821-84-1
• Molecular Formula: C₁₈H₁₇ClFNO₂
• Molecular Weight: 333.79
• Mol file: 1310821-84-1.mol

Synonyms:(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid

Chemical Property of (3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid

There total 5 articles about (3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid 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: 73.0%

(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid methyl ester (1310821-83-0) → (3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid (1310821-84-1)

Guidance literature:

(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid methyl ester; With lithium hydroxide monohydrate; water; In methanol; at 80 ℃; for 0.75h;

With hydrogenchloride; In water; pH=1 - 2;

Reference yield: 49.0%

(3R,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid (1229236-30-9) → (3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid (1310821-84-1)

Guidance literature:

(3R,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid; With sulfuric acid; In methanol; for 21h; Reflux;

With sodium methylate; In methanol; at 20 ℃;

Reference yield:

3-(4-chloro-3-fluoro-phenyl)-propynoic acid ethyl ester (1229236-37-6) → (3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid (1310821-84-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 27 h / 20 °C

1.2: 44 h / 20 °C

1.3: 1 h / 5 °C / pH 1.5

2.1: hydrogen / 2,2'-bis(di-2-furanylphosphino)-6,6'-dimethoxy-1,1'-biphenyl / methanol / 20 h / 30 °C / 30003 Torr / Inert atmosphere

3.1: sulfuric acid / methanol / 21 h / Reflux

3.2: 20 °C

With sulfuric acid; hydrogen; trifluoroacetic acid; 2,2'-bis(di-2-furanylphosphino)-6,6'-dimethoxy-1,1'-biphenyl; In methanol; dichloromethane;

upstream raw materials:

(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid methyl ester

1-benzyl-4-(4-chloro-3-fluoro-phenyl)-2,5-dihydro-1H-pyrrole-3-carboxylic acid

(3R,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid

1-chloro-2-fluoro-4-iodo-benzene

Downstream raw materials:

[(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester