A short synthesis of the factor-Xa inhibitor DX-9065a using palladium-catalyzed key steps

被引：12

作者：

Kehr, C

Neidlein, R

Engh, RA

Brandstetter, H

Kucznierz, R

Leinert, H

Marzenell, K

Strein, K

vonderSaal, W

机构：

[1] UNIV HEIDELBERG,INST PHARMAZEUT CHEM,D-69120 HEIDELBERG,GERMANY

[2] MAX PLANCK INST BIOCHEM,D-82152 MARTINSRIED,GERMANY

[3] BOEHRINGER MANNHEIM GMBH,DEPT CHEM,D-68305 MANNHEIM,GERMANY

来源：

HELVETICA CHIMICA ACTA | 1997年 / 80卷 / 03期

关键词：

D O I：

10.1002/hlca.19970800322

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We describe a new, efficient synthesis of DX-9065 a (4), a potent inhibitor of the blood coagulation enzyme factor Xa (fXa) which has previously been prepared in more than 20 steps. We saved approximately 10 step starting with a Pd-catalyzed cyanation of the triflate 10 of 7-methoxynaphthalen-2-ol (9). After cleavage of the MeO group with boron tribromide. the triflate 6 was coupled to acrylate 5 in a Heck reaction (--> 3). The subsequent transformations led to DX-9065 a.

引用

页码：892 / 896

页数：5

共 24 条

[1] SUBSTITUENT EFFECTS IN NAPHTHALENE .I. SYNTHESES OF 4, 5, 6, 7, AND 8-SUBSTITUTED 2-NAPHTHOIC ACIDS [J].