HCID 86750864, compound → HCID 22872811, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1.5 g of (3aR,4R, SR,7aR)-7,7-diphenyl-4-(2-methoxyphenyl)-2-[(2-benzyloxyphenyl)acetyl]perhydro-4,5-isoindolediol and 50 cm3 of ethanol is heated to 60° C. with stirring; 0.5 g of 20% palladium hydroxide on charcoal is added and the reaction mixture is then hydrogenated, with stirring, at a temperature of 60° C. and at atmospheric pressure. After reaction for 45 minutes, the theoretical volume of hydrogen has been absorbed; the reaction mixture is filtered, followed by concentration to dryness under reduced pressure (2.7 kPa). The meringue-like product obtained is purified by crystallization in 10 cm3 of isopropyl ether to give 1.09 g of (3aR,4R,5R,7aR)-7,7-diphenyl-4-(2-methoxyphenyl)-2-[(2-hydroxyphenyl)acetyl]perhydro-4,5-isoindolediol, melting at 188° C.

Provenance & Evidence