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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1762501Generated: October 31, 2026

Ethylmorpholine → HCID 86743058, compound

https://huagongshe.com/reaction/1762501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylmorpholineHCID 7525—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantL-Glutamic AcidHCID 33032—
ReactantHCID 86743059HCID 86743059—
SolventDichloromethaneHCID 6344—
Solventdichloromethane N,N-dimethylformamideHCID 22350042—
ProductHCID 86743058HCID 86743058—

Reaction Steps

A solution of 20 mmoles of pyro-L-glutamic acid and 20 mmoles of 3-bromo-proline benzyl ester toluene sulfonic acid, neutralized 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 ddded to the above reaction mixture. The reaction mixture is stirred in an ice water bath for one 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 numberUS04833152
Source datasetuspto-grants-1989_05
ORD IDord-ff8125bb8dfe47b29d5037a63e6e096b
Source noteuspto-grants-1989_05