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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2295522Generated: October 31, 2026

Trifluoroacetic acid → (2S)-N-[[1-(S-Benzoyl-3-mercaptopropanoyl)-5-(2-hydroxyphenyl)-2-pyrrolidinyl]carbonyl]phenylalanine

https://huagongshe.com/reaction/2295522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAnisoleHCID 7519—
Reactant(2S)-N-[[1-(S-Benzoyl-3-mercaptopropanoyl)-5-(2-hydroxyphenyl)-2-pyrrolidinyl]carbonyl]phenylalanine t-butyl esterHCID 86739178—
Product(2S)-N-[[1-(S-Benzoyl-3-mercaptopropanoyl)-5-(2-hydroxyphenyl)-2-pyrrolidinyl]carbonyl]phenylalanineHCID 8673918079%

Reaction Steps

The mixture of 0.7 g of (2S)-N-[[1-(S-benzoyl-3-mercaptopropanoyl)-5-(2-hydroxyphenyl)-2-pyrrolidinyl]carbonyl]-phenylalanine t-butyl ester obtained in Example 15, 2.7 g of trifluoroacetic acid and 0.6 g of anisole is stirred at room temperature for 4 hours. After removing trifluoroacetic acid and anisole from it, the reaction mixture is purified by silica gel column chromatography to give 0.5 g (79%) of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04425333
Source datasetuspto-grants-1984_01
ORD IDord-b877d1cd1b384a719fd55ba408e6ff0d
Source noteuspto-grants-1984_01