Can I read 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 on EtoBox?

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 by Attila Sápi; József Fetter; Károly Lempert; Mária Kajtár-Peredy; Gábor Czira is a Chemistry article available to read on EtoBox.

What is 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 about?

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.

Who reads 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?

Author

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

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

1997

Language

EN

Field

Chemistry (Physical Sciences)