Practical, stereoselective synthesis of palinavir, a potent HIV protease inhibitor

被引：72

作者：

Beaulieu, PL

Lavallee, P

Abraham, A

Anderson, PC

Boucher, C

Bousquet, Y

Duceppe, JS

Gillard, J

Gorys, V

GrandMaitre, C

Grenier, L

Guindon, Y

Guse, I

Plamondon, L

Soucy, F

Valois, S

Wernic, D

Yoakim, C

机构：

[1] Bio-Méga Research Division, Boehringer Ingelheim (Canada) Ltd., Laval, Que. H7S 2G5

[2] ProScript, Inc., Cambridge, MA 02139

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 11期

关键词：

D O I：

10.1021/jo9702655

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palinavir is a potent peptidomimetic-based HIV protease inhibitor. We have developed a highly convergent and stereoselective synthesis which is amenable to the preparation of multikilogram quantities of this compound. The synthetic sequence proceeds in 24 distinct chemical steps (with several integrated, multistep operations) from commercially available starting materials. No chromatographies are required throughout the process, and the final product is purified by crystallization of its dihydrochloride salt to >99% homogeneity.

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页码：3440 / 3448

页数：9

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