(S)-tert-butyl 5-benzyl-3-methylene-2-oxopyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 5-benzyl-3-methylene-2-oxopyrrolidine-1-carboxylate
• CAS No.: 1423040-33-8
• Molecular Formula: C₁₇H₂₁NO₃
• Molecular Weight: 287.359
• Mol file: 1423040-33-8.mol

Synonyms:(S)-tert-butyl 5-benzyl-3-methylene-2-oxopyrrolidine-1-carboxylate

Chemical Property of (S)-tert-butyl 5-benzyl-3-methylene-2-oxopyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 5-benzyl-3-methylene-2-oxopyrrolidine-1-carboxylate

There total 1 articles about (S)-tert-butyl 5-benzyl-3-methylene-2-oxopyrrolidine-1-carboxylate 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: 87.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-benzyl-3-methylenepyrrolidin-2-one → (S)-tert-butyl 5-benzyl-3-methylene-2-oxopyrrolidine-1-carboxylate (1423040-33-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1002/cjoc.201200984

Reference yield:

(S)-tert-butyl 5-benzyl-3-methylene-2-oxopyrrolidine-1-carboxylate (1423040-33-8) → (3S,5R)-tert-butyl 5-benzyl-3-methyl-2-oxopyrrolidine-1-carboxylate + (3R,5R)-tert-butyl 5-benzyl-3-methyl-2-oxopyrrolidine-1-carboxylate (368870-63-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 24h; under 760.051 Torr; Overall yield = 74 %; Overall yield = 72 mg;

DOI:10.1002/cjoc.201200984

Reference yield:

(S)-tert-butyl 5-benzyl-3-methylene-2-oxopyrrolidine-1-carboxylate (1423040-33-8) → methyl (2S,4R)-4-[(tert-butoxycarbonyl)amino]-2-methyl-5-phenylpentanoate (919518-38-0)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 24 h / 20 °C / 760.05 Torr

2: lithium hydroxide; water / tetrahydrofuran / 3 h / 20 °C

3: diethyl ether / 20 °C

With palladium 10% on activated carbon; water; hydrogen; lithium hydroxide; In tetrahydrofuran; diethyl ether; ethyl acetate;

DOI:10.1002/cjoc.201200984

upstream raw materials:

di-tert-butyl dicarbonate

Downstream raw materials:

methyl (2S,4R)-4-{[(2-{(6S,9R,11R)-6-[(2S)-butan-2-yl]-9-isopropyl-2,2-dimethyl-4,7,13-trioxo-3,12-dioxa-5,8-diazatetradecan-11-yl}-1,3-thiazol-4-yl)carbonyl]amino}-2-methyl-5-phenylpentanoate

(3R,5R)-tert-butyl 5-benzyl-3-methyl-2-oxopyrrolidine-1-carboxylate

methyl (2S,4R)-4-[(tert-butoxycarbonyl)amino]-2-methyl-5-phenylpentanoate