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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2418609Generated: November 3, 2026

Trifluoroacetic acid → HPro-DTrp-Phe-DTrp-Leu-MeMetNH2

https://huagongshe.com/reaction/2418609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantBocPro-DTrp-Phe-DTrp-Leu-MeMetNH2HCID 131713798—
SolventDimethyl SulfideHCID 1068—
Solvent1,1-EthanedithiolHCID 33645—
ProductHPro-DTrp-Phe-DTrp-Leu-MeMetNH2HCID 131713799—

Reaction Steps

Condensation of BocPro-DTrp-PheOH (Example 33, 1.49 g.) and HDTrp-Leu-MeMetNH2 trifluoroacetate salt (1.25 g.) using dicyclohexylcarbodiimide and 1-hydroxybenzotriazole gave BocPro-DTrp-Phe-DTrp-Leu-MeMetNH2 in 60% yield. De-t-butoxycarbonylation of BocPro-DTrp-Phe-DTrp-Leu-MeMetNH2 (1.50 g.) using trifluoroacetic acid in dimethyl sulfide and ethanedithiol gave HPro-DTrp-Phe-DTrp-Leu-MeMetNH2, which was isolated as the amorphous white solid phosphate (1:2) salt dihydrate in 57% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04472305
Source datasetuspto-grants-1984_09
ORD IDord-047d39c8560143bdb0921d56b8f75e37
Source noteuspto-grants-1984_09