(R)-1-BENZYL-5-CARBOXY-2-PYRROLIDINONE

Base Information

• Chemical Name: (R)-1-BENZYL-5-CARBOXY-2-PYRROLIDINONE
• CAS No.: 38854-94-3
• Molecular Formula: C12H13 N O3
• Molecular Weight: 219.24
• Hs Code.: 2933790090
• Mol file: 38854-94-3.mol

Synonyms:(R)-1-Benzyl-5-oxopyrrolidine-2-carboxylicacid; D-N-Benzylpyroglutamic acid

Chemical Property of (R)-1-BENZYL-5-CARBOXY-2-PYRROLIDINONE

Chemical Property:

• Melting Point: 93-95°C
• PSA: 57.61000
• LogP: 1.20010

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-Benzyl-5-carboxy-2-pyrrolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-1-BENZYL-5-CARBOXY-2-PYRROLIDINONE

There total 21 articles about (R)-1-BENZYL-5-CARBOXY-2-PYRROLIDINONE 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: 91.5%

methyl (2S)-1-benzyl-5-pyrrolidone-2-carboxylate (103301-78-6,143317-59-3,57171-00-3) → N-benzyl-L-pyroglutamic acid (38854-94-3,78964-11-1,7535-59-3)

Guidance literature:

With Me₂AlTeMe; In toluene; at 23 ℃; for 6h;

DOI:10.1016/j.tetlet.2005.05.003

Reference yield: 91.0%

benzyl chloride (100-44-7) + L-Pyroglutamic acid (98-79-3) → N-benzyl-L-pyroglutamic acid (38854-94-3,78964-11-1,7535-59-3)

Guidance literature:

With di-μ-hydroxo-bis[(N,N,N′,N′-tetramethylethylenediamine)copper(II)] chloride; caesium carbonate; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2006.01.050

Reference yield: 91.0%

(S)-tert-butyl 1-benzyl-5-oxopyrrolidine-2-carboxylate (90741-27-8) → N-benzyl-L-pyroglutamic acid (38854-94-3,78964-11-1,7535-59-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 7h;

DOI:10.1016/S0040-4020(01)00684-6

upstream raw materials:

(S)-(+)-2-benzylamino glutaric acid

methyl (2S)-1-benzyl-5-pyrrolidone-2-carboxylate

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

benzyl chloride

Downstream raw materials:

(R)-methyl 1-benzyl-5-oxopyrrolidine-2-carboxylate

9-(N-benzyl-(S)-pyroglutamyl)-β-carboline

(5S)-1-benzyl-5-(1H-2-methylimidazol-1-ylmethyl)-2-pyrrolidinone

tert-butyl ((S)-1-((S)-1-benzyl-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylcarbamate

Refernces

• 1、 Jantos, Katja,Kling, Andreas,Mack, Helmut,Hornberger, Wilfried,Moeller, Achim,Nimmrich, Volker,Lao, Yanbin,Nijsen, Marjoleen. "Discovery of ABT-957: 1-Benzyl-5-oxopyrrolidine-2-carboxamides as selective calpain inhibitors with enhanced metabolic stability". supporting information. p. 1968 - 1973. Retrieved 2019/05/29.
• 2、 -. "CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF". . . Retrieved 2018/04/17.