| 摘要 |
<p>1452179 Steroid 3-oximes ORTHO PHARMACEUTICAL CORP 28 Feb 1974 [1 March 1973] 9169/74 Heading C2U The invention comprises compounds of formulae wherein R 1 is H or COR 2 ; R 2 is C 1-8 alkyl, phenyl, C 3-6 cycloalkyl, adamantyl or C 1-5 trihaloalkyl; R 3 is C 2-5 alkynyl, C 3-5 alkadienyl or C 3-6 cycloalkyl; R 4 is H, C 1-5 alkyl, N-(C 1-5 alkyl) carbamoyl or C 3-5 cycloalkyl; and R 5 is C 1-5 alkyl; with the proiiso that (i) in compounds I when R 1 is H or acetyl then R 4 is not H, and (ii) in compounds II when R 3 is alkynyl or alkadienyl then R 2 is not alkyl. Preparation is from the corresponding 3-ones by reaction with an appropriate hydroxylamine salt in the presence of a base, optionally followed by 17- esterification, or separation of syn and anti isomers by fractional crystallization or column chromatography. Also, ethisterone acetate oxime is converted to its o-(N-methylcarbamoyl) derivative by reaction with methyl isocyanate. The oximes of ethisterone and ethisterone acetate are separated into their syn and anti isomers by column chromatography on silica gel (Ex. III). Ethisterone is converted to its benzoate and cyclopropane-, cyclobutane-, and cyclopentanecarboxylates by reaction with the appropriate carboxylic acids in the presence of trifluoroacetic anhydride (Ex. IV). The cyclopropanecarboxylate is also prepared using cyclopropanecarbonyl chloride in refluxing benzene (Ex. 1). Oral antilittering compositions comprise a compound I and a carrier.</p> |
