NEW MATERIAL:The compound of formulaI(R1 is H, 1W10C lower alkyl, or tri(1W7C hydrocarbon)-silyl group; R2 is 1W10C alkyl or 5W6-membered cycloalkyl; R3 and R4 are H or OH-protecting group; R5 is H or methyl; A is carbonyl or hydroxymethylene; B is group of formula CH2-CH2, CH=CH, or C≡C) and its salt.
EXAMPLE: dl-7,8-Dehydro-PGE1 (THP compound) methyl ester.
USE: Antiulcer agent. It has various prostaglandin-like activities, and is useful also as the synthetic intermediate of prostaglandin.
PROCESS: The compound of formulaIcan be prepared by reacting the 7-hydroxy- PG of formula II (R31 and R41 are OH-protecting group) with methanesulfonyl chloride in the presence of a base, and if necessary, subjecting the product to the elimination of the protective group, hydrolysis, or reduction of the 9-position carbonyl group.
SUZUKI MASAAKI
KUROZUMI SEIJI
KAWAGISHI TOSHIO