Total synthesis of optically active m-phenylene PGl2 derivative: Beraprost
The optical isomers of m-phenylene PGl2 derivative, Beraprost, were synthesized in practical scales from optically active carboxy- cyclopenta[b]benzofurans (12 and 13) by Wittig and Wadsworth reactions as key reactions via the intermediate diols (16a and 16b).
Synthesis of (+)-5,6,7-trinor-4,8-inter-m-phenylene PGI2
The titled compound, which is a stable and potent analog of prostacyclin, was synthesized from readily available 1,4-dibromocyclopentene via cyclopenta[b]benzofuran carboxylic acid 5.
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