THE M P CONFORMATION DISTRIBUTIONS OF 3-O-DERIVATIVES OF THE 1,5-BENZOTHIAZEPIN RING-SYSTEM OF DILTIAZEM - THE UNIQUE EFFECT OF SILICON/

Authors
BOZZOLI A MAROTTA E PIANI S ROSINI G
Citation
A. Bozzoli et al., THE M P CONFORMATION DISTRIBUTIONS OF 3-O-DERIVATIVES OF THE 1,5-BENZOTHIAZEPIN RING-SYSTEM OF DILTIAZEM - THE UNIQUE EFFECT OF SILICON/, Tetrahedron letters, 34(23), 1993, pp. 3759-3762
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
23
Year of publication
1993
Pages
3759 - 3762
Database
ISI
SICI code
0040-4039(1993)34:23<3759:TMPCDO>2.0.ZU;2-B
Abstract
Several 3-O-derivatives of -2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5 H)-one, the parent compound of diltiazem, have been prepared and the M /P conformation ratios have been determined by H-1 NMR spectroscopy in solution, at room temperature. In general, the (M,2S,3S) conformer is the major component; however, a preference for the (P,2S,3S) conforma tion has been observed for the first time in the 3-silyloxy derivative s.