The synthesis and the nuclear magnetic resonance study of β-lactam derivatives of 1,5-benzothiazepines
1988; NRC Research Press; Volume: 66; Issue: 2 Linguagem: Inglês
10.1139/v88-047
ISSN1480-3291
AutoresÁron Szöllősy, George Kotovych, Gábor Tóth, Albert Lévai,
Tópico(s)Analytical Chemistry and Chromatography
ResumoThe synthesis and stereochemistry of seven β-lactam derivatives of 1,5-benzothiazepines are presented. The configurational and conformational analysis is based on nuclear Overhauser effect experiments, together with analysis of the vicinal proton–proton coupling constants. In the preferred conformation, the seven-membered ring is in a half-chair. Only for one compound, 2-aza-4-bromo-4-methyl-5,7-diphenyl-8-thiatricyclo[7.4.0.0 2,5 ]trideca-Δ 1,9 ,10,12-trien-3-one, were two diastereomers isolated (compounds 6a and 6b). Six of the compounds have the 4S*, 5R*, 7R* configuration while compound 6b has the 4R*, 5R*,7R* configuration.
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