Enantioselective Synthesis of Silicon Containing Cyanohydrin: (R)-2-trimethylsilyl-2-hydroxyl-ethycyanide by Oxynitrilase from Plum

Liu Senlin; Zong Minhua; Huang Shunrong

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Enantioselective Synthesis of Silicon Containing Cyanohydrin: (R)-2-trimethylsilyl-2-hydroxyl-ethycyanide by Oxynitrilase from Plum

Liu Senlin #,Zong Minhua,Huang Shunrong

College of Life Science, Shenzhen University

*Correspondence author

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Funding: 高等学校博士学科点专项科研基金资助课题（No.20030561017）

Opened online:18 May 2006

Accepted by: none

Citation: Liu Senlin,Zong Minhua,Huang Shunrong.Enantioselective Synthesis of Silicon Containing Cyanohydrin: (R)-2-trimethylsilyl-2-hydroxyl-ethycyanide by Oxynitrilase from Plum[OL]. [18 May 2006] http://en.paper.edu.cn/en_releasepaper/content/6678

The enantioselective transcyanation of acetyltrimethylsilane with acetone cyanohydrin catalyzed by (R)-oxynitrilases from plum seed meal in an aqueous/organic biphasic system for the preparation of (R)-2-trimethylsilyl-2-hydroxyl-ethylcyanide was successfully carried out. For optimization of the reaction, the influences of some important factors on the plum oxynitrilase-catalyzed reaction were investigated. Diisopropyl ether was found to be the best organic phase for the reaction among all the organic solvents explored. The optimal buffer pH and aqueous phase content were 5.0 and 13% (V/V), respectively, under which substrate conversion and product enantiomeric excess were 99% and 99%, respectively.

Keywords:Enantioselective synthesis; Ketone-cyanohydrin; (R)-Oxynitrilase; (R)-2-Trimethylsilyl-2-hydroxyl-ethylcyanide; Organosilicon

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