Hydrochloric Acid → HCID 86737032, compound

Participants

Reaction Steps

123 mg of (13E)-(5RS,6RS,9α,11α,15S)-5-bromo-6,9-epoxy-11,15-dihydroxyprost-13-enoic acid 2-(N,N-diethylamino)ethyl ester (prepared as described in Example 1) and 0.4 ml of DBU (1,5-diazabicyclo[5.4.0]-undecene-5) were stirred at 50°-60° C. for 3 hours under a nitrogen atmosphere. The solution obtained was cooled to 0°-5° C., 2.5 ml of 1 N hydrochloric acid and 2 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 washed with water and an aqueous solution of sodium chloride, dried over magnesium sulphate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using as eluent a mixture of diethyl ether and acetone (6:1) containing 0.1% v/v of triethylamine to give 30 mg of the title compound having the following physical characteristics.

Provenance & Evidence