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

Base Information

• Chemical Name: (3R,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid
• CAS No.: 1229236-30-9
• Molecular Formula: C₁₈H₁₇ClFNO₂
• Molecular Weight: 333.79
• Mol file: 1229236-30-9.mol

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

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

There total 4 articles about (3R,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: 83.0%

hydrochloride salt of 1-benzyl-4-(4-chloro-3-fluoro-phenyl)-2,5-dihydro-1H-pyrrole-3-carboxylic acid (1233320-49-4) → (3R,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid (1229236-30-9)

Guidance literature:

With hydrogen; triethylamine; [Ru(OAc)2((S)-2-Furyl-MeOBIPHEP)]; In methanol; at 30 ℃; for 20h; under 30003 Torr; Inert atmosphere;

Reference yield:

1-benzyl-4-(4-chloro-3-fluoro-phenyl)-2,5-dihydro-1H-pyrrole-3-carboxylic acid (1229236-36-5) → (3R,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid (1229236-30-9)

Guidance literature:

With hydrogen; 2,2'-bis(di-2-furanylphosphino)-6,6'-dimethoxy-1,1'-biphenyl; In methanol; at 30 ℃; for 20h; under 30003 Torr; Inert atmosphere;

Reference yield:

3-(4-chloro-3-fluoro-phenyl)-propynoic acid ethyl ester (1229236-37-6) → (3R,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid (1229236-30-9)

Guidance literature:

Multi-step reaction with 2 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

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

upstream raw materials:

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

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

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

3-(4-chloro-3-fluoro-phenyl)-propynoic acid ethyl ester

Downstream raw materials:

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