Cyclohexene → (2S,3aS,6aS)-1-{[(9H-fluoren-9-yl)methoxy]carbonyl}-octahydrocyclopenta[b]pyrrole-2-carboxylic acid

To a solution of (2S,3aS,6aS)-1-(9H-fluoren-9-yl)methyl 2-benzylhexahydrocyclopenta[b]pyrrole-1,2(2H)-dicarboxylate (1.68 g, 3.6 mmol) in EtOH 95% (15 ml) was added Palladium on carbon 10% (0.2 g, 0.18 mmol) and cyclohexene (3.5 ml, 36 mmol). The resulting mixture was refluxed for 7 h. The solvent was evaporated and the crude was diluted with CH2Cl2 (20 ml). The suspension was filtered on celite the organic phase was evaporated under vacuum. The residue was purified by flash chromatography (CH2Cl2/CH3CN 50:50) to give the title compound as a white foam (0.5 g, 37%)

1. temperatureThe resulting mixture was refluxed for 7 h
2. customThe solvent was evaporated
3. additionthe crude was diluted with CH2Cl2 (20 ml)
4. filtrationThe suspension was filtered on celite the organic phase
5. customwas evaporated under vacuum
6. customThe residue was purified by flash chromatography (CH2Cl2/CH3CN 50:50)

ORD-Eintrag

ord-e3b69b10681f4c60b843ef514096fc23

Quelldatensatz

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09266820B2