(2S,4R)-1-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-4-hydroxy-pyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2S,4R)-1-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-4-hydroxy-pyrrolidine-2-carboxylic acid
CAS No.:1054665-02-9
Molecular Formula:C₂₉H₂₈N₂O₆
Molecular Weight:500.551
Hs Code.:

Synonyms:(2S,4R)-1-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-4-hydroxy-pyrrolidine-2-carboxylic acid

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Chemical Property of (2S,4R)-1-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-4-hydroxy-pyrrolidine-2-carboxylic acid

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Technology Process of (2S,4R)-1-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-4-hydroxy-pyrrolidine-2-carboxylic acid

There total 1 articles about (2S,4R)-1-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-4-hydroxy-pyrrolidine-2-carboxylic acid 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:

: 35661-40-6
N-Fmoc L-Phe

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

: 1054665-02-9
(2S,4R)-1-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-4-hydroxy-pyrrolidine-2-carboxylic acid

Guidance literature:: N-Fmoc L-Phe; With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 4h;

4R-4-hydroxyproline; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/jo0490043

Reference yield: 49.0%

: 1054665-02-9
(2S,4R)-1-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-4-hydroxy-pyrrolidine-2-carboxylic acid

: 593-51-1
methylamine hydrochloride

: 847978-86-3
[(S)-1-Benzyl-2-((2S,4R)-4-hydroxy-2-methylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/jo0490043

Reference yield:

: 1054665-02-9
(2S,4R)-1-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-4-hydroxy-pyrrolidine-2-carboxylic acid

: (2S,4R)-1-((S)-2-Amino-3-phenyl-propionyl)-4-hydroxy-pyrrolidine-2-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 2 steps

1: 49 percent / triethylamine; BOP reagent / CH₂Cl₂ / 16 h / 20 °C

2: diethylamine / acetonitrile / 1 h / 20 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1021/jo0490043