Synthesis of 2,3-dinor-PGFalpha metabolites

This report describes the preparation of various 2,3-dinor-PGFalpha prostaglandins. Of particular importance is the synthesis of 2,3-dinor-15(S)-15-methyl PGF2alpha, the primary metabolite in the enzymatic degradation of 15(S)-15-methyl-PGF2alpha (1). Introduction of the three carbon beta,gamma-unsaturated carboxyl side chain was achieved in a one-step Wittig reaction. The 2,3-dinor structural assignments were established by carbon magnetic resonance (cmr) spectroscopy.