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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2418608Generated: October 29, 2026

Dicyclohexylcarbodiimide → BocPro-DTrp-Phe-DTrp-Leu-MeMetNH2

https://huagongshe.com/reaction/2418608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantBocPro-DTrp-PheOHHCID 131713758—
ReactantHDTrp-Leu-MeMetNH2 trifluoroacetateHCID 131713795—
ProductBocPro-DTrp-Phe-DTrp-Leu-MeMetNH2HCID 13171379860%

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-1b7e61c62be84d0f8dcf72d4919ee257
Source noteuspto-grants-1984_09