C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/235.01
C07C 405/00 (2006.01) C07F 7/18 (2006.01) C07F 7/22 (2006.01)
Patent
CA 1201118
ABSTRACT OF THE DISCLOSURE An improved method for the preparation of prosta- glandin 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.
444952
Corey Paul F.
Kluender Harold C.
Miles Laboratories Inc.
Osler Hoskin & Harcourt Llp
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