Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1983-05-11
1985-09-24
Gerstl, Robert
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
556437, 560107, 560118, 560121, 560231, 562500, 562503, 568379, C07C17700
Patent
active
045434212
ABSTRACT:
An improved method for the preparation of prostaglandin analogs which comprises preparation of two equivalents of an alkyl or alkenyl lithium reagent in an aprotic solvent mixture such as pentane or hexane and tetrahydrofuran, conversion of said reagent by addition of 1 equivalent of copper (I) cyanide to a copper reagent, conversion of said copper reagent to the blocked prostaglandin analog by the addition of a 2-alkylcyclopent-2-en-1-one reagent and quenching of the resultant reaction mixture with aprotic media or an active acylating agent and finally optionally deblocking the resultant product is disclosed. This method is an improvement over previous methods in that more modest temperatures and less hazardous and/or less complex reagents are used and in that for some analogs the method is shorter than previous methods.
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Corey Paul F.
Kluender Harold C.
Gerstl Robert
Jeffers Jerome L.
Miles Laboratories Inc.
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