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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2231181Generated: October 26, 2026

Dicyclohexylcarbodiimide → 2,5-Dimethylcyclopentyl N-t-butoxycarbonyl-1-aminocyclopropanecarboxylate

https://huagongshe.com/reaction/2231181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acidHCID 688396—
Reactant2,5-Dimethylcyclopentan-1-olHCID 13380150—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product2,5-Dimethylcyclopentyl N-t-butoxycarbonyl-1-aminocyclopropanecarboxylateHCID 21243962—

Reaction Steps

To a solution of 2,5-dimethylcyclopentanol (0.55 g.), compound 1 (0.97 g), and 4-(dimethylamino)pyridine (0.06 g.) in methylene chloride (100 ml) was added dicyclohexylcarbodiimide (1.09 g.), and the resulting mixture was stirred overnight. The precipitated dicyclohexylurea was removed by filtration, and the filtrate was evaporated. Ethyl acetate was then added to the residue, and the mixture was filtered again. The filtrate was washed with 1M hydrochloric acid, saturated aqueous sodium bicarbonate, and water, dried over magnesium sulfate, and the solvent was evaporated to a colorless oil (1.18 g. 83%). The product was purified by column chromotography on silica gel, 4:1 hexane:ethyl acetate, eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04781927
Source datasetuspto-grants-1988_11
ORD IDord-401b5e4002ca4c2a95fd22606cfbf319
Source noteuspto-grants-1988_11