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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 35444Erstellt: 25. Oktober 2026

1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acid → 2,5-Dimethylcyclopentyl N-t-butoxycarbonyl-1-aminocyclopropanecarboxylate

https://huagongshe.com/reaction/35444

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
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 dicyclohexylacarbodiimide (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 aqeuous 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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04766246
Quelldatensatzuspto-grants-1988_08
ORD IDord-c25432ba33814242995d179d36701e13
Quellennotizuspto-grants-1988_08