An improved manufacturing process for fluvastatin

被引：36

作者：

Fuenfschilling, Peter C. ^{[1
]}

Hoehn, Pascale ^{[1
]}

Mutz, Jean-Paul ^{[1
]}

机构：

[1] Novartis Pharma AG, Chem & Analyt Dev, CH-4002 Basel, Switzerland

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2007年 / 11卷 / 01期

关键词：

D O I：

10.1021/op060191b

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An improved manufacturing process for fluvastatin 1 has been developed by performing the condensation reaction of E-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-2-propenal, 4, with the dianion of tert-butyl acetoacetate and the subsequent low-temperature reduction to 7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoic acid-1,1-dimethylethylester, 2, without isolation of the intermediate 7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-5-hydroxy-3-oxo-6-heptenoic acid-1,1-dimethylethylester, 3. To be successful, a crucial selectivity problem in the conversion of aldehyde 4 to aldol 3 had to be understood and solved. The improved process allows the omission of two solvents, and the manufacture of fluvastatin at considerably lower cost and in higher throughput.

引用

页码：13 / 18

页数：6

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