Hydrochloric Acid → HCID 86757163, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (3β,5α,20S)-4,4-dimethyl-22-oxacholesta-8,14,24-trien-3-ol (Example 1; 0.50 g), dry pyridine (8 ml), succinic anhydride (3.0 g), and 4-dimethylaminopyridine (20 mg) was heated at 60° C. overnight. After cooling the reaction mixture was poured into a 0.1 M aqueous solution of hydrochloric acid and the product extracted into ethyl acetate. The combined organic phases were washed with water and brine, dried over sodium sulfate, and concentrated under reduced pressure. Column chromatography afforded (3β,5α,20S)-4,4-dimethyl-22-oxacholesta-8,14,24-trien-3-ol hydrogen butanedioate (0.35 g). M.p. 60-67° C.

Provenance & Evidence