N-methoxycarbonyl (S)-pyroglutamic acid benzylester

Base Information

• Chemical Name: N-methoxycarbonyl (S)-pyroglutamic acid benzylester
• CAS No.: 146356-00-5
• Molecular Formula: C₁₄H₁₅NO₅
• Molecular Weight: 277.277
• Mol file: 146356-00-5.mol

Synonyms:N-methoxycarbonyl (S)-pyroglutamic acid benzylester

Chemical Property of N-methoxycarbonyl (S)-pyroglutamic acid benzylester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-methoxycarbonyl (S)-pyroglutamic acid benzylester

There total 3 articles about N-methoxycarbonyl (S)-pyroglutamic acid benzylester 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: 80.0%

benzyl (L)-pyroglutamate (94885-52-6) + methyl chloroformate (79-22-1) → N-methoxycarbonyl (S)-pyroglutamic acid benzylester (146356-00-5)

Guidance literature:

With triethylamine; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)80507-X

Reference yield:

L-Pyroglutamic acid (98-79-3) → N-methoxycarbonyl (S)-pyroglutamic acid benzylester (146356-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / SOCl₂ / 0 - 20 °C

2: Et₃N; DMAP

With dmap; thionyl chloride; triethylamine;

DOI:10.1021/ja016403w

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → N-methoxycarbonyl (S)-pyroglutamic acid benzylester (146356-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / SOCl₂ / 0 - 20 °C

2: Et₃N; DMAP

With dmap; thionyl chloride; triethylamine;

DOI:10.1021/ja016403w

upstream raw materials:

benzyl (L)-pyroglutamate

methyl chloroformate

L-Pyroglutamic acid

benzyl alcohol

Downstream raw materials:

(2S,5S)-pyrrolidine-2,5-dicarboxylic acid

(2S,4S)-4-tert-Butoxycarbonylmethyl-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

(2S,4S)-4-(carboxymethyl)pyrrolidine-2-carboxylic acid

(2S,4R)-4-(carboxymethyl)pyrrolidine-2-carboxylic acid