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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1654681Generated: October 30, 2026

Morpholine → Z-(L)-Phe morpholin-4-ylamide

https://huagongshe.com/reaction/1654681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantBenzyloxycarbonyl-L-phenylalanineHCID 70878—
SolventDichloromethaneHCID 6344—
ProductZ-(L)-Phe morpholin-4-ylamideHCID 131718979—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 4.49 g of Z-(L)-Phe-OH in 190 ml of methylene chloride is cooled to 0° C. and 3.09 g of DCC are added. After stirring for 20 minutes at 0° C., a solution of 1.31 ml of morpholine in 10 ml of methylene chloride is added dropwise thereto over a period of 15 minutes. The reaction mixture is stirred for a further 24 hours at room temperature and, after the precipitated dicyclohexylurea has been filtered off, is washed in succession with methylene chloride, aqueous sodium hydrogen carbonate solution and brine. Drying over sodium sulfate and concentration yield the crude title compound which crystallises from ether. TLC Rf (C)=0.55.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05409927
Source datasetuspto-grants-1995_04
ORD IDord-71ad355629e24948b283ac1ee6ab413e
Source noteuspto-grants-1995_04