(2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid
• CAS No.: 103290-39-7
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.347
• Mol file: 103290-39-7.mol

Synonyms:(2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid

Chemical Property of (2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid

There total 11 articles about (2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (2R,4S)-4-phenylpyrrolidine-2-carboxylic acid hydrochloride → (2R,4S)-1-(tert-butoxycarbonyl)-4-phenylpyrrolidine-2-carboxylic acid (103290-39-7,158567-91-0)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃;

Reference yield: 55.0%

→ (2S,4S)-1-(tert-butoxycarbonyl)-4-phenyl-2-pyrrolidinecarboxylic acid (103290-39-7,144069-70-5,96314-29-3,158567-91-0)

Guidance literature:

Reference yield:

C20H29NO4 (1356352-00-5) → (2S,4S)-1-(tert-butoxycarbonyl)-4-phenyl-2-pyrrolidinecarboxylic acid (103290-39-7,144069-70-5,96314-29-3,158567-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 20 °C

2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane; acetonitrile / 20 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; acetonitrile;

DOI:10.1021/jm201533b

upstream raw materials:

(2S,4R)-1-(tert-butoxycarbonyl)-4-(tosyloxy)pyrrolidine-2-carboxylic acid

phenyllithium

C₁₇H₂₂NO₇S^(1-)*Li⁽¹⁺⁾

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl (S)-1-((2S,4S)-2-((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropylcarbamoyl)-4-phenylpyrrolidin-1-yl)-1-oxonon-8-en-2-ylcarbamate

C₃₂H₄₄N₄O₇S

(2S,4S)-N-((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)-4-phenylpyrrolidine-2-carboxamide hydrochloride

tert-butyl (2S,4S)-2-(hydroxymethyl)-4-phenylpyrrolidine-1-carboxylate