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
收藏
页码：892 / 896
页数：5
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