Sodium borohydride → HCID 58081127, compound

Participants

Reaction Conditions

Reaction Steps

Sodium borohydride (62.198 mg, 1.644 mmol) was added to a mixture of intermediate D30 (2.074 g, 7.098 mmol) in MeOH (50 ml) stirred at 0° C. The resulting reaction mixture was warmed to room temperature and further stirred for 1 h. Subsequently, the mixture was concentrated in vacuo and the residue was dissolved in DCM. This solution was washed with NH4Cl (aqueous sat. solution). The organic layer was separated, dried (Na2SO4), and the solvent was evaporated in vacuo. The residue was purified by column chromatography (silica gel; EtOAc/heptane gradient from 0:100 to 30:70 as eluent). The desired fractions were collected and the solvent was evaporated in vacuo to yield trans-D31 (1.809 g, 86.6%) and cis-D31 (0.110 g, 5.27%).

Provenance & Evidence