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Preparation of optically pure chiral amines by lipase-catalyzed enantioselective hydrolysis ofN-acyl-amines

โœ Scribed by Hauke Smidt; Andreas Fischer; Peter Fischer; Rolf D. Schmid


Publisher
Springer-Verlag
Year
1996
Tongue
English
Weight
275 KB
Volume
10
Category
Article
ISSN
0951-208X

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โœฆ Synopsis


A new and effective method using lipase from Candida antarctica (native or Novozym SP-435) for the preparation of enantiopure primary R-amines is reported. Hydrolysis of rat-N-acetyl-amines resulted in high conversion > 40% (168 hrs) and > 48 % (> 240 hrs) and enantiomeric excesses (> 99 %ee) for both the product and the remaining substrate.


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A convenient enzymatic method is presented for the preparation of optically pure 2-hydroxy-2-arylethanephosphonates. It is proved that 2-butyryloxy-2-arylethanephosphonates can be enantioselectively hydrolyzed in diisopropyl ether equilibrated with water to give both isomers in high yield and excell