Benzyl {(1S)-2-[6-hydroxy-7-(hydroxymethyl)-1H-indazol-1-yl]-1-methylethyl}carbamate → Benzyl [(1S)-2-(7-formyl-6-hydroxy-1H-indazol-1-yl)-1-methylethyl]carbamate

Participants

Reaction Conditions

Reaction Steps

A solution of the compound from Step A (18.44 g, 0.0519 mol) in ethyl acetate (180 mL) was treated with mangenese dioxide (fine powder, 18 g) and stirred at 45-50° C. for two days. Then the reaction stood at room temperature one day. The mixture was filtered and the black solids were rinsed with ethyl acetate. The organic filtrate was evaporated to a tan foam. The residue was purified by chromatography (silica gel, hexane/ethyl acetate 1:1) to give the title compound, (6.32 g, 35%) as a pale yellow fluffy solid, which was pure by LS/MS 354 m/z.

Provenance & Evidence