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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1195127Generated: November 2, 2026

Dicyclohexylcarbodiimide → [Nalpha-t-Butoxycarbonyl-beta-(4-thiazolyl) alanyl]-glycine t-butyl ester

https://huagongshe.com/reaction/1195127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantGlycine tert-butyl esterHCID 151417—
Reactant(S)-2-((tert-Butoxycarbonyl)amino)-3-(thiazol-4-yl)propanoic acidHCID 2734486—
CatalystAcetic AcidHCID 176—
SolventEthyl AcetateHCID 8857—
Product[Nalpha-t-Butoxycarbonyl-beta-(4-thiazolyl) alanyl]-glycine t-butyl esterHCID 53829975110.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

Dicyclohexyl carbodiimide (226 mg) was added to a solution of 273 mg of Nα -t-butoxycarbonyl-β-(4-thiazolyl)-L-alanine and 132 mg of glycine t-butylester in 5 ml of ethyl acetate at 0° C. The reaction solution was stirred at 0° C. for 0.5 hour, then at ambient temperature for 18 hours. 4 drops of glacial acetic acid was then added to the reaction mixture and the mixture filtered. The filtrate was concentrated under vacuum to provide 426 mg of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05110799
Source datasetuspto-grants-1992_05
ORD IDord-c6e52115daf34ea7a66c1eae8ffb8c85
Source noteuspto-grants-1992_05