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

Base Information

• Chemical Name: [(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester
• CAS No.: 1310821-86-3
• Molecular Formula: C₂₃H₂₈ClFN₂O₂
• Molecular Weight: 418.939
• Mol file: 1310821-86-3.mol

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

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

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)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester

There total 3 articles about [(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl 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: 45.0%

[(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (1310821-85-2) + methyl iodide (74-88-4) → [(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester (1310821-86-3)

Guidance literature:

[(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 1.33333h;

methyl iodide; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

Reference yield:

(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid (1310821-84-1) → [(3S,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester (1310821-86-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; diphenyl phosphoryl azide / 3 h / 55 - 80 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 1.33 h / 20 - 60 °C

2.2: 1 h / 60 °C

With diphenyl phosphoryl azide; sodium hydride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

Reference yield:

(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)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester (1310821-86-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: water; lithium hydroxide monohydrate / methanol / 0.75 h / 80 °C

1.2: pH 1 - 2

2.1: N-ethyl-N,N-diisopropylamine; diphenyl phosphoryl azide / 3 h / 55 - 80 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 1.33 h / 20 - 60 °C

3.2: 1 h / 60 °C

With lithium hydroxide monohydrate; diphenyl phosphoryl azide; water; sodium hydride; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

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

methyl iodide

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

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