PURPOSE: To prepare the titled compound useful as a drug having prostagladinmimic activity, under mild conditions, in high yield, by oxidizing an E-type prostanoic acid amide derivative having protected carboxylic acid residue.
CONSTITUTION: The E-type prostanoic acid derivative of formula V, its 15- epimer, their enantiomers, or their mixture can be prepared by reacting the E- type prostanoic acid amide derivative of formulaI[A is S, carbonyl or methylene; B is ethylene or cis-vinylene, provided that when B is cis-vinylene, then A is methylene; R1 and R2 are H, F, etc.; R3 is H, etc.; R4 and R5 are H, tri(1W6C) substituted silyl, etc.; R6 is H or methyl; R7 is 5W6C alkyl, etc.], its 15-epimer of formula II or their enantiomers of formula III or formula IV, with an oxidizing agent (e.g. tetravalent cerium compound). If necessary, the product can be converted to objective compound of formula VI, its 15-epimer, their enantiomers or their mixture, by removing the protecting group of the hydroxyl group.
MUKOUYAMA MITSUAKI
KUROZUMI SEIJI
