(2S,4R)-4-(formyloxy)-1,2-pyrrolidinecarboxylic acid 1,2-bis(phenylmethyl ester)

Base Information

Chemical Name:(2S,4R)-4-(formyloxy)-1,2-pyrrolidinecarboxylic acid 1,2-bis(phenylmethyl ester)
CAS No.:132592-10-0
Molecular Formula:C₂₁H₂₁NO₆
Molecular Weight:383.401
Hs Code.:

Synonyms:(2S,4R)-4-(formyloxy)-1,2-pyrrolidinecarboxylic acid 1,2-bis(phenylmethyl ester)

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Chemical Property of (2S,4R)-4-(formyloxy)-1,2-pyrrolidinecarboxylic acid 1,2-bis(phenylmethyl ester)

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Technology Process of (2S,4R)-4-(formyloxy)-1,2-pyrrolidinecarboxylic acid 1,2-bis(phenylmethyl ester)

There total 4 articles about (2S,4R)-4-(formyloxy)-1,2-pyrrolidinecarboxylic 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: 91.0%

: 64-18-6
formic acid

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

: 132592-10-0
(2S,4R)-4-(formyloxy)-1,2-pyrrolidinecarboxylic acid 1,2-bis(phenylmethyl ester)

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 0.166667h; Ambient temperature;
DOI:10.1021/jo00008a040

Reference yield:

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

: 132592-10-0
(2S,4R)-4-(formyloxy)-1,2-pyrrolidinecarboxylic 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: 91 percent / DMAP, DCCI / CH₂Cl₂ / 0.17 h / Ambient temperature

With dmap; potassium carbonate; dicyclohexyl-carbodiimide; sodium iodide; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00008a040

Reference yield:

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

: 132592-10-0
(2S,4R)-4-(formyloxy)-1,2-pyrrolidinecarboxylic 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: 91 percent / DMAP, DCCI / CH₂Cl₂ / 0.17 h / Ambient temperature

With dmap; potassium carbonate; dicyclohexyl-carbodiimide; sodium iodide; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00008a040