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Penems. I. Novel synthesis of antibacterial penem compounds utilizing 1,3-dithiolane derivatives

✍ Scribed by Teruo Tanaka; Toshihiko Hashimoto; Kimio Iino; Yukio Sugimura; Tetsuo Miyadera

Book ID
104220524
Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
242 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis

The discovery of thienamycin 1) , a broad spectrum 8-lactam antibiotic, provoked considerable interest in the synthesis of carbapenem or penem compounds.

From the viewpoint of molecular modification, penem derivatives were of particular interest to us, since the thienamycin analog in which the Cl-methylene group of thienamycin is replaced by sulfur has been demonstrated to be more stable and retain the intrinsic activity of the carbapenem antibiotic. 2)

We considered the unique synthesis of new penem derivatives, some of which aye inaccessible by the most reliable method utilizing an intramolecular Wittig reaction.

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