Naslov
Two Novel Optically Active Penam Derivatives

Autori
Danilovski, Aleksandar ; Vinković, Mladen ; Herak, Jure J.

Izvornik
Acta Crystallographica. Section C, Crystal Structure Communications (0108-2701) 55 (1999), 4; 656-659

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
penam ; optically active ; x-ray crystallography ; conformation

Sažetak
The X-ray structure analysis of both optically active penam derivatives (2S, 4S, 5R, 6S)-2-benzylcarbamoyl-6-bromo-3, 3-dimethyl-7-oxo-4-thia-1- azabicyclo[3.2.0]heptane-4-oxide, C~15~H~17~BrN~2~O~3~S.H~2~O (I), and (5R)-3-benzylimino-2-isopropylidene-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane, C~15~H~16~N~2~OS (II), have been determined in order to ascertain their absolute configuration. Both compounds adopted open-book conformation of fused -lactam and thiazolidine ring. The -lactam ring is in a distorted planar conformation while the thiazolidine ring is in an envelope conformation. Pyramidalisation effect of the N1 atom in both compounds has been characterised by nitrogen shift from the plane of its substituents of 0.344(5) and 0.350(5) %A in molecules A and B in compound (I), as well as of 0.410(5) %A in compound (II).

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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