Tempo → HCID 91277295, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate (D15) (820 mg, 3.6 mmol) and TEMPO (112.7 mg, 0.72 mmol) in DCM (8 ml), BAlB (1.27 g, 3.96 mmol) was added and the resulting mixture was stirred at RT 4 hrs. The reaction mixture was diluted with DCM (35 ml), washed with Na2S2O3 sat sol (35 ml) and extracted with DCM (2×35 ml). The combined organic extracts were washed with NaHCO3 sat sol (35 ml) and brine (35 ml), dried and evaporated under reduce pressure. The remaining residue was loaded on SPE-Si (25 g) cartridge and eluted with a mixture cHex/EtOAC from 95/05 to 80/20. Collected fractions after solvent evaporation afforded the title compound (D16) (0.62 g).

Provenance & Evidence