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Synthesis of δ-lactone, oxetane and azetidinone analogs from the naturally occurring β-lactone L-659,699. The preparation of a novel HMG CoA synthase inhibitor.

✍ Scribed by Kathryn L. Thompson; Michael N. Chang; Yuan-Ching P. Chiang; Shu Shu Yang; John C. Chabala; Byron H. Arison; Michael D. Greenspan; Darlene P. Hanf; Joel Yudkovitz


Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
246 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis


A series of S-lactone (1 and Z), oxetane (3) and azetidinone (4 and 5) analogs were prepared from the HMG CoA synthase inhibitor L-659.699 ((E,E)-ll-[3'R-~ydymethyl)-4'-oxo-2'R-oxetanyl]-3,5,7Rtrimethyl-2,4-undecadienoic acid1v2), which maintained the truns relationship of the ring side chains. The N-tosyl azetidinone analog represents the first reported member of a new series of non p-lactone HMG CoA synthase inhibitors.