Benzylamine → HCID 66703722, compound

Participants

Reaction Steps

Benzylamine (0.263 mL, 1.75 eq) was added to a solution of (1S,2S,5R)-2-formyl-3-aza-bicyclo[3.3.0]-octane-3-carboxylic acid tert.-butyl ester (330 mg, 1 eq) in chloroform (10 mL). After 15 min the mixture was treated with NaBH(OAc)3 (292.25 mg, 1 eq), stirred for 2 h and poured into a sat. aq NaHCO3 solution. The layers were separated and the aqueous layer was extracted twice with chloroform. The combined org. extracts were washed with sat. NaHCO3 solution, dried over anh. MgSO4, filtered and concentrated in vacuo to give a crude yellow oil. FC (EA/n-heptane: 3/7 to 7/3) gave the title compound as a colourless oil

Provenance & Evidence