HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,4-Cyclohexadiene → L-Aspartyl 1-aminocyclopropanecarboxylic acid, 2,5-dimethylcyclopentyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,4-Cyclohexadiene | HCID 12343 | — |
| Edukt | beta-Benzyl-N-benzyloxycarbonyl-L-aspartyl-1-aminocyclopropanecarboxylic acid, 2,5-dimethylcyclopentyl ester | HCID 86742388 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | L-Aspartyl 1-aminocyclopropanecarboxylic acid, 2,5-dimethylcyclopentyl ester | HCID 86742387 | 72% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04766246 |
| Quelldatensatz | uspto-grants-1988_08 |
| ORD ID | ord-f3594beb01a14d4cbe90c8ade257b58b |
| Quellennotiz | uspto-grants-1988_08 |