(2S)–N-acetyl-5-oxoproline methyl ester

Base Information

• Chemical Name: (2S)–N-acetyl-5-oxoproline methyl ester
• CAS No.: 75857-93-1
• Molecular Formula: C₈H₁₁NO₄
• Molecular Weight: 185.18
• Mol file: 75857-93-1.mol

Synonyms:(2S)–N-acetyl-5-oxoproline methyl ester

Chemical Property of (2S)–N-acetyl-5-oxoproline methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)–N-acetyl-5-oxoproline methyl ester

There total 11 articles about (2S)–N-acetyl-5-oxoproline methyl 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: 96.0%

N-acetyl-L-proline methyl ester (2311-25-3,18800-83-4,27460-51-1,114376-47-5) → (2S)–N-acetyl-5-oxoproline methyl ester (75857-93-1,181312-04-9)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In water; ethyl acetate; for 22h; Ambient temperature;

Reference yield: 79.0%

acetyl chloride (75-36-5) + methyl (S)-pyroglutamate (4931-66-2) → (2S)–N-acetyl-5-oxoproline methyl ester (75857-93-1,181312-04-9)

Guidance literature:

With triethylamine; In toluene; Ambient temperature;

DOI:10.1021/jo00368a019

Reference yield: 63.0%

acetic anhydride (108-24-7) + methyl 5-oxopyrrolidine-2-carboxylate (4931-66-2,54571-66-3,64700-65-8) → methyl N-acetylpyroglutamate (75857-93-1,181312-04-9)

Guidance literature:

With dmap; for 3h; Heating;

DOI:10.1002/jhet.5570250108

upstream raw materials:

diazomethane

acetic S-1-acetylpyroglutamic anhydride

N-acetyl-L-proline methyl ester

acetyl chloride

Downstream raw materials:

methyl N-benzoylpyroglutamate

l-glutamic acid hydrochloride

Refernces

• 1、 Ticconi, Barbara,Colcerasa, Arianna,Di Stefano, Stefano,Lanzalunga, Osvaldo,Lapi, Andrea,Mazzonna, Marco,Olivo, Giorgio. "Oxidative functionalization of aliphatic and aromatic amino acid derivatives with H2O2 catalyzed by a nonheme imine based iron complex". . p. 19144 - 19151. Retrieved 2018/05/31.
• 2、 Magnus, Philip,Hulme, Christopher. "Oxidation of L-Proline Methyl Ester Derivatives with the Iodosylbenzene/Trimethylsilylazide Reagent Combination". . p. 8097 - 8100. Retrieved 2007/10/02.