(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-phenylmethyl diester

Base Information

Chemical Name:(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-phenylmethyl diester
CAS No.:128359-96-6
Molecular Formula:C₁₆H₁₉NO₆
Molecular Weight:321.33
Hs Code.:

Synonyms:(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-phenylmethyl diester

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Chemical Property of (2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-phenylmethyl diester

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Technology Process of (2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-phenylmethyl diester

There total 7 articles about (2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-phenylmethyl diester 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: 56.0%

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 128359-95-5
(2S,4S)-Methyl 4-acetoxy-1-<<2-(trimethylsilyl)ethyl>oxycarbonyl>pyrrolidine-2-carboxylate

: 128359-96-6
(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-phenylmethyl diester

Guidance literature:: With trifluorormethanesulfonic acid; In cyclohexane; for 1h;
DOI:10.1021/jo00304a035

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 128359-96-6
(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-phenylmethyl diester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Et₃N / acetonitrile / 16 h / Ambient temperature

2: 63 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 16 h / 25 °C

3: 56 percent / CF₃SO₃H / cyclohexane / 1 h

With trifluorormethanesulfonic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; cyclohexane; acetonitrile;
DOI:10.1021/jo00304a035

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 64-19-7,77671-22-8
acetic acid

: 128359-96-6
(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-phenylmethyl diester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 25 ℃; for 18h; Yield given;
DOI:10.1021/jo00008a040