Misoprostol → (+/-) Methyl-11alpha,16-dihydroxy-16-methyl-9-oxoprostan-1-oate

Participants

Reaction Steps

(±) methyl-11α,16-dihydroxy-16-methyl-9-oxoprost13E-en-1-oate (100mg) in 15 ml of ethanol containing 100 mg of 4% palladium on carbon is hydrogenated at room temperature and atmospheric pressure for 24 minutes. The solution is filtered and evaporated. The residue is chromatographed on silica gel (60% ethyl acetate/40% hexane as eluent) to give 86 mg of desired product as a viscous oil. 1H NMR (CDCl3): ∂0.93 (t, C.20CH3); 1.18 (d,C.16CH3 3.68 (s, OCH3); 4.17 (q C.11 H).

Provenance & Evidence