Abstract
Starting from the Corey lactone (3), the total synthesis of a specific urinary metabolite of prostaglandin D2, viz., (Z)-9α,11β-dihydroxy-15-oxo-2,3,18,19-tetranorprost-5-ene-1,20-dioic acid (1) and its 5E-isomer is described. The synthetic material was isolated in a tricyclic form as the corresponding hemiacetal lactone (2). The g.c.m.s. characteristics of the methyl ester, trimethylsilyl ether derivative of this compound were identical with those previously described for the same derivative of the 11β-tetranor metabolite of PGD2.
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