Synthesis of C3 heteroatom-substituted azetidinones that display potent cholesterol absorption inhibitory activity

被引：41

作者：

McKittrick, BA

Ma, K

Huie, K

Yumibe, N

Davis, H

Clader, JW

Czarniecki, M

McPhail, AT

机构：

[1] Schering Plough Corp, Res Inst, Kenilworth, NJ 07033 USA

[2] Duke Univ, Dept Chem, Durham, NC 27708 USA

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1998年 / 41卷 / 05期

关键词：

D O I：

10.1021/jm970676d

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The C3 phenylpropyl side chain of N-phenylazetidinones related to SCH 56524 was modified by replacing the hydroxymethylene with various isoelectronic or isosteric groups. Modifications at the 3' position led to less-active compounds; however, modifications at the 1' position provided compounds with improved cholesterol absorption inhibitory activity. An enantioselective route for the synthesis of C3 1'-sulfur-substituted azetidinones and the development of structure-activity relationships for this series of compounds are presented.

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页码：752 / 759

页数：8

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