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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481917Generated: November 1, 2026

Trifluoroacetic acid methylene chloride → (2S,4S)-4-(9H-Fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-2-carboxylic acid benzyl ester trifluoroacetate

https://huagongshe.com/reaction/1481917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acid methylene chlorideHCID 21863450—
Reactant(2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl esterHCID 68283347—
Product(2S,4S)-4-(9H-Fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-2-carboxylic acid benzyl ester trifluoroacetateHCID 90220138—

Reaction Steps

A mixture of 20 mL TFA/DCM (1:1) at 0° C. was added to (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester (0.92 g, 0.17 mmol) at 0° C., the cooling bath was removed and the mixture stirred for 2 h. The mixture was concentrated and triturated with diethyl ether to give (2S,4S)-4-(9H-Fluoren-9-ylmethoxycarbonylamino)-pyrrolidine-2-carboxylic acid benzyl ester trifluoroacetate (0.94 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409888B2
Source datasetuspto-grants-2016_08
ORD IDord-13e6e4f32b2a4080bd942d232f0bab32
Source noteuspto-grants-2016_08