Optically active 16-methoxy-16-methyl-prostaglandin e...

Details Optically active 16-methoxy-16-methyl-prostaglandin e... Optically active 16-methoxy-16-methyl-prostaglandin e...

C - Chemistry, Metallurgy

07

C

260/235.07

C07C 177/00 (1985.01)

Patent

CA 1186306

ABSTRACT The present invention relates to an optically active 16-methoxy-16- methyl prostagrandin E1 derivative of formula I Image I wherein R stands for a (C1-C4)alkyl group or a non-toxic pharmaceutically acceptable cation having a chirality at C16 corresponding to that at C3 of the stereoisomer of 3-methoxy-3-methyl-2-oxo-heptylphosphonic acid dimethyl ester which has an[.alpha.]? = + 41.2° (C = 1% in CHCl3) and having a chirality at C15 corresponding to that of the more polar stereoisomer of 9-acetoxy -15-hydroxy-16-methoxy-16-methyl-11.alpha.- [(tetrahydro-1H-pyran-2-yl)oxy] prosta- 13 (E) -ene-1-oic acid methyl ester which is the second eluted product in a chromatographic separation of stereoisomers on silica gel using sequentially a mixture of petroleum ether/ethyl ether 8:2 (v/v) and petroleum ether/ethyl ether 6:4 (v/v) as the eluent, and to a process for preparing the same. The compound is useful as gastroprotective agents.

436820

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