Hydrochloric Acid → HCID 86737038, compound

Participants

Reaction Steps

A mixture of 287 mg of (13E)-(5RS,6RS,9α,11α,15S)-5-bromo-6,9-epoxy-11,15-dihydroxyprost-13-enoic acid ethoxycarbonylmethyl ester (prepared as described in Example 7) and 1 ml of DBU was stirred for 2.5 hours at 50°-60° C. under a nitrogen atmosphere. The solution obtained was cooled to 0° C.-5° C., 5 ml of 1 N hydrochloric acid and 5 ml of a phosphate buffer with a pH of 6.86, cooled to 0°-5° C., were added and the mixture was extracted with diethyl ether. The extract was dried over magnesium sulphate and concentrated under reduced pressure. The residue was purified by column chromatography on Florisil using as eluent a mixture of ethyl acetate and n-hexane (1:1) containing 0.1% v/v of triethylamine to give 181 mg of the title compound having the following physical characteristics.

Provenance & Evidence