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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (04): 663-666. 上一篇    下一篇

研究论文

HMG-CoA还原酶抑制剂中间体合成新工艺

王文金，石炜，徐勤耀，杨琍苹*   

  1. (华东师范大学化学系 上海 200062)
  • 收稿日期:2007-01-05 修回日期:2007-06-27 发布日期:2008-04-17
  • 通讯作者: 杨琍苹

New Process for a Pivotal Intermediate of the HMG-CoA Reductase Inhibitors

WANG Wen-Jin,SHI Wei,XU Qin-Yao,YANG Li-Ping*   

  1. (Department of Chemistry, East China Normal University, Shanghai 200062)
  • Received:2007-01-05 Revised:2007-06-27 Published:2008-04-17
  • Contact: YANG Li-Ping

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1038

被引次数

2

(3R,5S)-6-羟基-3,5-O,O-亚异丙基-二羟基己酸叔丁酯是制备HMG-CoA还原酶抑制剂的重要结构单元, 提出了通过两次不对称催化氢化在温和的条件下方便高效高立体选择性合成(3R,5S)-6-羟基-3,5-O,O-亚异丙基-二羟基己酸叔丁酯的新工艺. 该工艺8步总产率38%, de值99%.

关键词: 对映选择性氢化, 保护基, 工业化

A new process was described for the preparation of t-butyl (3R,5S)-6-hydroxy-3,5-O,O-isopropylidenedioxyhexanoate, which is a key intermediate for a number of HMG-CoA reductase inhibitors. The intermediate was easily and efficiently obtained under mild reaction conditions via two enantioselective hydrogenation reactions with a high di-astezeoselectivity of 99% de in an overall yield of 38% for the eight-step procedure.

Key words: protecting group, enantioselective hydrogenation, industrialization