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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64819Generated: October 30, 2026

Ethanolamine → HCID 178516325, compound

https://huagongshe.com/reaction/64819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantDimethylformamideHCID 6228—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHCID 178516327HCID 178516327—
SolventChloroform methanolHCID 21584188—
ProductHCID 178516325HCID 178516325—

Reaction Steps

In 8 ml of DMF was dissolved 277 mg of compound (13) and then 168 mg of HOBT and 330 mg of DCC were added to the solution under ice-cooling. After maintaining a reaction for one hour under ice-cooling, the reaction was further maintained for 2 hours at room temperature. After ice-cooling again the reaction mixture, 2 ml of a DMF solution of 80 mg of monoethanolamine to maintain the reaction for one hour and thereafter, the reaction was further maintained overnight at room temperature. The precipitates were filtered off, the filtrate was concentrated to dryness, and the residue thus formed was dissolved in 10 ml of chloroform-methanol-aqueous ammonia (40:10:1) and subjected to silica gel column chromatography. Then, the product was eluted with the same solvent as above to provide 106 mg of Nα -[(S)-2-azetidinone-4-carbonyl]-L-histidyl-N-(2-hydroxyethyl)-L-prolinamide (14).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04610821
Source datasetuspto-grants-1986_09
ORD IDord-b1d68c58085247cdbc881bf062fe6912
Source noteuspto-grants-1986_09