HCID 57314607, compound → HCID 57085116, compound

Participants

Reaction Steps

To a stirred solution of 17-ethyl-1-hydroxy-12-[2'-(3"-methoxy-4"-oxocyclohexyl)-1'-methylvinyl]-14-triisopropylsilyloxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]-octacos-18-ene-2,3,10,16-tetraone from Example 19 (870 mg) in acetonitrile (20 ml) was added hydrofluroic acid (48%, 1 ml) at room temperature. The reaction progress was monitored by tlc analysis and after 4 hr. the reaction mixture was quenched with sat'd aqueous sodium bicarbonate. The organic layer was separated and the aqueous layer was extracted with ethyl acetate three times. Combined organic layers were washed (sat'd NaHCO3, sat'd NaCl), dried (anhydrous Na2SO4), and filtered. Removal of solvent followed by purification (silica gel column chromatography, 50% ethyl acetate/hexane) gave 600 mg of the title compound.

Provenance & Evidence