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HRID 35445Erstellt: 24. Oktober 2026

1,4-Cyclohexadiene → L-Aspartyl 1-aminocyclopropanecarboxylic acid, 2,5-dimethylcyclopentyl ester

https://huagongshe.com/de/reaction/35445

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,4-CyclohexadieneHCID 12343—
Eduktbeta-Benzyl-N-benzyloxycarbonyl-L-aspartyl-1-aminocyclopropanecarboxylic acid, 2,5-dimethylcyclopentyl esterHCID 86742388—
KatalysatorPalladiumHCID 23938—
LösungsmittelEthanolHCID 702—
ProduktL-Aspartyl 1-aminocyclopropanecarboxylic acid, 2,5-dimethylcyclopentyl esterHCID 8674238772%

Reaktionsschritte

A mixture of compound 3 (0.31 g), 1,4-cyclohexadiene (0.46 g), 10% palladium-on-carbon (0.3 g) and 95% ethanol (10 ml) was placed in an ultrasonic bath for 10 minutes. The mixture was then filtered through Celite, and the solvent was evaporated to yield 130 mg of a colorless oil which solidified upon standing. This was purified by HPLC using a reverse phase C18 column, 60% methanol in water as eluent to yield the desired product as a white solid (72 mg, 40%). MP: 155.5°-157° C. FAB MS (m/z): 313 (M+H, 22%) 217 (87%), 102 (69%), 88 (100%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04766246
Quelldatensatzuspto-grants-1988_08
ORD IDord-f3594beb01a14d4cbe90c8ade257b58b
Quellennotizuspto-grants-1988_08