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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (08): 1103-1105. 上一篇    下一篇

研究简报

α-亚胺酮的不对称转移氢化合成(R)-沙丁胺醇

肖元晶，杨守宁，石炜，杨琍苹*   

  1. (华东师范大学化学系 上海 200062)
  • 收稿日期:2005-08-17 修回日期:2006-02-16 发布日期:2006-07-26
  • 通讯作者: 杨琍苹

Synthesis of (R)-Salbutamol via Asymmetric Trans-ferHydrogenation of α-Iminoketone

XIAOYuan-Jing,YANG Shou-Ning,SHI Wei,YANG Li-Ping*   

  1. (Department of Chemistry, East China Normal University, Shanghai 200062)
  • Received:2005-08-17 Revised:2006-02-16 Published:2006-07-26
  • Contact: YANG Li-Ping*

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用手性(S,S)-Ru-TsDPEN催化剂不对称转移氢化α-亚胺酮化合物5-[(1,1-二甲基乙基)亚胺基]乙酰基-2-羟基苯甲酸甲酯(2)得光学纯β-氨基芳基乙醇类化合物(R)-5-[2-[(1,1-二甲基乙基)氨基]-1-羟乙基]-2-羟基苯甲酸甲酯(3), 再经一步还原反应即得(R)-(－)-沙丁胺醇. 对反应关键一步α-亚胺酮的不对称转移氢化反应条件进行了研究.

关键词: α-亚胺酮, (R)-沙丁胺醇, 手性(S,S)-Ru-TsDPEN催化剂, 不对称转移氢化

Asymmetric transfer hydrogenation of α-iminoketone methyl 5-[(1,1-dimethylethyl)-imino]acetyl-2-hydroxybenzoate (2) using chiral (S,S)-Ru-TsDPEN as catalyst, gave the optical pure β-amino-1-arylethanol deriva-tive methyl 5-[2-[1,1-dimethylethyl]amino]-1-hydroxyethyl]-2-hydroxyben- zoate (3), which was reduced to afford (R)-(－)-salbutamol.

Key words: α-iminoketone, (R)-salbutamol, asymmetric transfer hydrogenation, chiral (S,S)-Ru-TsDPEN catalyst