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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2232692Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/2232692

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acidHCID 688396—
Edukt2,5-Dimethylcyclopentan-1-olHCID 13380150—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt2,5-Dimethylcyclopentyl N-t-butoxycarbonyl-1-aminocyclopropanecarboxylateHCID 21243962—

Reaktionsschritte

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 chromatography on silica gel, 4:1 hexane:ethyl acetate, eluent.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04788332
Quelldatensatzuspto-grants-1988_11
ORD IDord-ba7a58116e30486790ae07009ec089d7
Quellennotizuspto-grants-1988_11