Tetrahydrofuran → HCID 11765422, compound

Participants

Reaction Steps

At an outside temperature of 25° C., tetrahydrofuran (145 mL) and t-butanol (62.1 mL) were added to a t-butyl methyl ether/tetrahydrofuran solution of the (8E,12E,14E)-7-{(4-cycloheptylpiperazin-1-yl)carbonyl}oxy-6-(1-ethoxyethoxy)-3,16,21-trihydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olide obtained in Example 5, following which 11.8 g (46.9 mmol) of pyridinium p-toluenesulfonate was added and stirring was carried out for 3 hours. Next, t-butyl methyl ether (104 mL) and a saturated aqueous solution of sodium bicarbonate (104 mL) were added to the reaction mixture, following which the organic phase was separated and washed with a 4% saline solution (104 mL), then evaporated, yielding 50.6 g (content: 20.2%; by weight, 10.2 g) of a crude form (yellow oily substance) of the title compound.

Provenance & Evidence