Resolution of N-Protected Amino Alcohols by Porcine Pancreatic Lipase

Author(s): Victoria Magrioti, Irene Fotakopoulou, Nicolaos Athinaios, Panoula Anastasopoulou, Violetta Constantinou-Kokotou, George Kokotos.

Journal Name: Letters in Organic Chemistry

Volume 7 , Issue 2 , 2010

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Abstract:

The resolution of 2-amino alcohols protected by urethane-type groups either via porcine pancreatic lipase (PPL) hydrolysis of the corresponding racemic acetates or via PPL catalyzed transesterification of racemic alcohols was studied. In both cases, Boc protecting group led to better chemical yields and enantiopurities than Z and Fmoc protecting groups. Furthermore, a simple and efficient method for the synthesis of the medicinally interesting optically pure (R)-2- aminohexadecanol was developed.

Keywords: 2-Amino alcohols, enzymatic hydrolysis, enzymatic resolution, porcine pancreatic lipase, transesterification

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Article Details

VOLUME: 7
ISSUE: 2
Year: 2010
Page: [159 - 162]
Pages: 4
DOI: 10.2174/157017810790796327
Price: $58

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