(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl ester)

Base Information

Chemical Name:(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl ester)
CAS No.:132591-96-9
Molecular Formula:C₂₂H₂₃NO₆
Molecular Weight:397.428
Hs Code.:

Synonyms:(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl ester)

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Chemical Property of (2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl ester)

Chemical Property:

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Technology Process of (2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl ester)

There total 4 articles about (2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl 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: 73.0%

: 13500-53-3
N-benzyloxycarbonyl-(2S,4R)-4-hydroxyproline benzyl ester

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

: 132591-96-9
(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl ester)

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In diethyl ether; at 5 ℃; for 16h;
DOI:10.1021/jo00008a040

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 132591-96-9
(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl ester)

Guidance literature:: Multi-step reaction with 3 steps

1: K₂CO₃ / H₂O; dioxane / 10 °C

2: K₂CO₃, NaI / dimethylformamide / 16 h / Ambient temperature

3: 73 percent / DEAD, PPh₃ / diethyl ether / 16 h / 5 °C

With potassium carbonate; triphenylphosphine; sodium iodide; diethylazodicarboxylate; In 1,4-dioxane; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00008a040

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 132591-96-9
(2S,4S)-4-acetoxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl ester)

Guidance literature:: Multi-step reaction with 3 steps

1: K₂CO₃ / H₂O; dioxane / 10 °C

2: K₂CO₃, NaI / dimethylformamide / 16 h / Ambient temperature

3: 73 percent / DEAD, PPh₃ / diethyl ether / 16 h / 5 °C

With potassium carbonate; triphenylphosphine; sodium iodide; diethylazodicarboxylate; In 1,4-dioxane; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00008a040