Methanol → HCID 54369311, compound

Participants

Reaction Steps

A solution of 0.050 g (0.059 mmole) of 17-ethyl-1,14,16-trihydroxy-12-[2'-(4"-hydroxy-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-16-(methylthiomethyl)-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]octacos-18-ene-2,3,10-trione in 5 mL of methanol was cooled to 0° C. in an ice bath. Then 2 mL of a 0.5M solution of NaIO4 was added and the mixture was stirred at room temperature for 1 h. The solution was partitioned between ether and water and the ether layer was washed with KHCO3 and brine, then dried over MgSO4 and concentrated. The residue was purified by flash chromatography (2×20 cm silica gel) using 20% acetone-hexane to afford 0.022 g (44%) of the title compound as a white solid; MASS SPECTRUM (FAB) m/e 876 (M+Li).

Provenance & Evidence