A SPECTROSCOPIC AND CRYSTALLOGRAPHIC INVESTIGATION OF THE STRUCTURE AND HYDROGEN-BONDING PROPERTIES OF THE CHIRAL LEUKOTRIENE ANTAGONIST MK-679 AS COMPARED TO ITS RACEMATE MK-571

被引：8

作者：

BALL, RG

BAUM, MW

机构：

[1] Merck Sharp and Dohme Research Laboratories, Rahway, New Jersey 07065-0900

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 03期

关键词：

D O I：

10.1021/jo00029a005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The crystal structure of (R)-(-)-3-[[[3-[2-(7-chloroquinolin-2-yl)-(E)-ethyenyl][[3-(dimethylamino)-3-oxopropyl]thio]methyl]thio]propanoic acid has been determined; C26H27CIN2O3S2, M(r) = 515.10,P2(1)2(1), alpha = 19.379 (3) angstrom, b = 25.298 (5) angstrom, c = 5.0539 (8) angstrom, Z = 4, F(000) = 1080, T = 296 K. The molecules form hydrogen-bonded chains along the b axis and exhibit pi-pi stacking interactions of their extended pi-systems. Solid-state infrared and CP/MAS C-13 NMR spectra of the this compound and two polymorphs of its racemate are compared, and correlations are made between the spectral features and the structures of the solids. The spectra are different and can be used to positively identify each of the crystalline forms.

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页码：801 / 803

页数：3

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