Borane;tetrahydrofuran → HCID 117653560, compound

Participants

Reaction Steps

To a solution of compound 4 (59.7 mg, 0.1393 mmol) in THF (1.25 mL) at −10° C. was added BH3•THF (140 μL of a 1.0 M solution in THF, 0.1393 mmol, 1.0 equiv.) and the resulting solution was warmed to RT and stirred for 16 h. the reaction was cooled to 0° C. and a further portion of BH3 THF (140 μL of a 1.0 M solution in THF, 0.1393 mmol, 1.0 equiv.) was added. After warming to RT and stirring for 3 h, the reaction was re-cooled to 0° C. and quenched by the addition of H2O and K2CO3 (ca. 20 mg). The resulting mixture was warmed to RT, diluted with H2O and extracted with Et2O (×4). The combined organic extracts were dried over MgSO4 and concentrated in vacuo to afford a colourless oil which was purified by column chromatography (5:20:75 MeOH/EtOAc/hexanes) to afford the title compound 11 (52.4 mg, 91%)

Provenance & Evidence