Practical chemical and enzymatic technologies for (S)-1,4-benzodioxan-2-carboxypiperizine intermediate in the synthesis of (S)-doxazosin mesylate

被引：29

作者：

Fang, QK ^{[1
]}

Grover, P ^{[1
]}

Han, ZX ^{[1
]}

McConville, FX ^{[1
]}

Rossi, RF ^{[1
]}

Olsson, DJ ^{[1
]}

Kessler, DW ^{[1
]}

Wald, SA ^{[1
]}

机构：

[1] Sepracor Inc, Chem Proc Res & Dev, Marlborough, MA 01752 USA

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 15期

关键词：

D O I：

10.1016/S0957-4166(01)00368-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

(S)-1,4-Benzodioxan-2-carboxypiperazine (S)-2, the key chiral intermediate for the synthesis of (S)-doxazosin, was prepared utilizing two approaches: (i) enzymatic resolution of ethyl 1,4-benzodioxan-2-carboxylate with an esterase (Serratia) followed by an-de formation; (ii) direct resolution of 1,4-benzodioxan-2-carboxypiperazine 2 with D-tartaric acid. An efficient process for the conversion of (S)-2 to (S)-doxazosin mesylate was developed (80% yield, 99.9% e.e.). (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：2169 / 2174

页数：6

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