Benzyl (S)-2-carbaMoyl-2-Methylpyrrolidine-1-carboxylate

Base Information

• Chemical Name: Benzyl (S)-2-carbaMoyl-2-Methylpyrrolidine-1-carboxylate
• CAS No.: 1031890-09-1
• Molecular Formula: C14H18N2O3
• Molecular Weight: 262.309
• Mol file: 1031890-09-1.mol

Synonyms:(S)-Benzyl 2-carbamoyl-2-methylpyrrolidine-1-carboxylate;benzyl (S)-2-carbaMoyl-2-Methylpyrrolidine-1-carboxylate

Chemical Property of Benzyl (S)-2-carbaMoyl-2-Methylpyrrolidine-1-carboxylate

Chemical Property:

• PSA: 73.62000
• LogP: 2.75060

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl (S)-2-carbaMoyl-2-Methylpyrrolidine-1-carboxylate

There total 3 articles about Benzyl (S)-2-carbaMoyl-2-Methylpyrrolidine-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: 94.0%

(S)-1-((benzyloxy)carbonyl)-2-methylpyrrolidine-2-carboxylic acid (63399-71-3) → benzyl (S)-2-carbamoyl-2-methylpyrrolidine-1-carboxylate (1031890-09-1)

Guidance literature:

(S)-1-((benzyloxy)carbonyl)-2-methylpyrrolidine-2-carboxylic acid; With chloroformic acid ethyl ester; triethylamine; In chloroform; at 0 ℃; for 2h;

With ammonia; In chloroform; water; for 3h; Further stages.;

DOI:10.1002/ejoc.200700834

Reference yield:

α-methyl-L-proline hydrobromide (63399-73-5) → benzyl (S)-2-carbamoyl-2-methylpyrrolidine-1-carboxylate (1031890-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 5N NaOH / 3.5 h / 5 to 10 deg C

2: 1) ethyl chloroformate, NEt₃, 2) 25percent NH₃ / 1) CHCl₃, 2) H₂O, 2h

With ammonium hydroxide; sodium hydroxide; chloroformic acid ethyl ester; triethylamine;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl (S)-2-carbamoyl-2-methylpyrrolidine-1-carboxylate (1031890-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 5N NaOH / 3.5 h / 5 to 10 deg C

2: 1) ethyl chloroformate, NEt₃, 2) 25percent NH₃ / 1) CHCl₃, 2) H₂O, 2h

With ammonium hydroxide; sodium hydroxide; chloroformic acid ethyl ester; triethylamine;

upstream raw materials:

(S)-1-((benzyloxy)carbonyl)-2-methylpyrrolidine-2-carboxylic acid

α-methyl-L-proline hydrobromide

benzyl chloroformate

Downstream raw materials:

(S)-2-methylpyrrolidine-2-carboxylic acid amide

benzyl (S)-2-cyano-2-methylpyrrolidine-1-carboxylate

(S)-2-methylpyrrolidine-2-carboxylic acid

Refernces

• 1、 Shatzmiller, Shimon,Dolithzky, Ben-Zion,Bahar, Eliezer. "Preparation and Use of Chloromethyl (-)-Menthyl Ether in the Synthesis of Optically Pure α-Branched α-Amino Nitriles". . p. 375 - 379. Retrieved 2007/10/02.