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Simple and condensed β-lactams. Part 29. Synthesis and base-catalyzed ring transformation of 4-[(2RS,3SR)-3-hydroxy-1-(4-methoxyphenyl)-4-oxoazetidin-2-yl)]thiazol-2(3H)-one

✍ Scribed by Attila Sápi; József Fetter; Károly Lempert; Mária Kajtár-Peredy; Gábor Czira

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
441 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

4-[(2RS,3R,S)-3-Hydroxy-(lb) and -3-(4-chlomphenoxy)-l-(4-methoxyphenyl)-4-oxoazetidin-2-yl]thiazol-2(3H)-one (16b) were synthesised. While the former was smoothly rearranged into (5RA•-5-hydr•xy-7-(4-meth•xypheny•)-••5-dihydr•thiaz•••[3.4-a•pyrazine-3•6(7H)-di•ne

(7b) on treatment with Na2CO3 under mild conditions, the latter was found to be stable to Na2CO3 under the same conditions. The structural prerequisites for type 1 --~ 7 ring transformations, including cleavage of the 3-4 bond (azetidin-2-one numbering) of the I~-lactam ring are defined.

📜 SIMILAR VOLUMES

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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v