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HRID 473542Erstellt: 26. Oktober 2026

1-Phenethylamine, (+)- → (R)-1-phenylethanaminium (1S,3aR,6aS)-2(t-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylate

https://huagongshe.com/reaction/473542

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Phenethylamine, (+)-HCID 643189—
Edukt2-(Tert-butoxycarbonyl)octahydrocyclopenta[C]pyrrole-1-carboxylic acidHCID 53249646—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(R)-1-phenylethanaminium (1S,3aR,6aS)-2(t-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylateHCID 8737747143%

Reaktionsbedingungen

Temperatur23.5 °C

Reaktionsschritte

To a solution of racemic N-t-butyloxycarbonyl-3-azabicyclo[3.3.0]octane-2-carboxylic acid (4.66 g) in ethyl acetate (100 mL) was added (R)-α-methylbenzylamine (56.7 g) and the solution was stirred for 16 hr at 22-25° C. The mixture was filtered and the solids were rinsed with ethyl acetate. The solids were dried at 20-30° C. under vacuum for 4 hours to give 1.47 g of product (43%, 82% ee, 92:8 ratio of exo:endo diastereomers).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08637457B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-1371e2e08d114a3f954ef3811887320b
Quellennotizuspto-grants-2014_01