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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 267143Generated: October 25, 2026

Dicyclohexylcarbodiimide → N2 [3(S)-amino-2(R)-hydroxy-4-phenylbutyl]-N1 tert.butyl-L-prolinamide

https://huagongshe.com/reaction/267143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantBenzyloxycarbonyl-L-phenylalanineHCID 70878—
Reactant(S)-1-(tert-Butyl)pyrrolidine-2-carboxamideHCID 54424267—
ReactantHCID 178418300HCID 178418300—
ProductN2 [3(S)-amino-2(R)-hydroxy-4-phenylbutyl]-N1 tert.butyl-L-prolinamideHCID 86746262—

Reaction Steps

In a manner analogous to that described in Example 92, from 0.15 g of N-(benzyloxycarbonyl)-L-phenylalanine, 0.066 g of hydroxybenzotriazole, 0.1 g of dicyclohexylcarbodiimide and 0.166 g of N2 -[3(S)-amino-2(R)-hydroxy-4-phenylbutyl]-N1 -tert.butyl-L-prolinamide there was obtained 0.1 g of N2 -[3(S)-[N-(benzyloxycarbonyl)-L-phenylalanyl]amino]-2(R)-hydroxy-4-phenylbutyl]-N1 -tert.butyl-L-prolinamide as a white solid of melting point 78°-80° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05652369
Source datasetuspto-grants-1997_07
ORD IDord-996134842f8f44b3a7e447ea17cd43ed
Source noteuspto-grants-1997_07