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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308770Generated: November 1, 2026

Ethylmorpholine → HCID 86741769, compound

https://huagongshe.com/reaction/2308770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylmorpholineHCID 7525—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantL-Glutamic AcidHCID 33032—
ReactantHCID 86741770HCID 86741770—
SolventDichloromethaneHCID 6344—
Solventdichloromethane N,N-dimethylformamideHCID 22350042—
ProductHCID 86741769HCID 86741769—

Reaction Steps

A solution of 20 mmoles of pyro-L-glutamic acid and 20 mmoles phenylglycine benzyl ester toluene sulfonic acid, neutrallized with N-ethyl morpholine, in dichloromethane:DMF (4:1) is cooled in an ice bath with stirring. A solution of 20 mmoles of dicyclohexylcarbodiimide in dichloromethane is added to the above reaction mixture. The reaction mixture is stirred in an ice water bath for 1 hour and then at room temperature overnight. Dicyclohexylurea is removed by filtration and the product is washed in ethyl acetate. Solvents of the combined filtrates are removed under reduced pressure with a rotary evaporator at 40° C. Ethyl acetate is added to the residue and the organic solution is washed until neutral. The organic phase is dried over anhydrous MgSO4, filtered and then the solvent is removed with a rotary evaporator. The material is crystallized from isopropanol and ether yielding the named product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04690936
Source datasetuspto-grants-1987_09
ORD IDord-b837a2adadeb470a9332fd3dc2f94237
Source noteuspto-grants-1987_09