The first direct enzymatic hydrolysis of alicyclic β-amino esters:: A route to enantiopure cis and trans β-amino acids

被引:44
作者
Forro, Eniko [1 ]
Fueloep, Ferenc [1 ]
机构
[1] Univ Szeged, Inst Pharmaceut Chem, H-6701 Szeged, Hungary
关键词
amino acids; cispentacin enantioselectivity; enzymes; hydrolysis;
D O I
10.1002/chem.200700257
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first direct enzymatic method is reported for the synthesis of cis and trans P-amino acid enantiomers through the lipase-catalyzed enantioselective hydrolysis of alicyclic beta-amino esters in organic media. High enantioselectivities (E usually > 100) were observed when the Candida antarctica lipase B catalyzed reactions were performed with H2O (0.5 equivalents) in iPr(2)O at 65 degrees C. The resolved products, obtained in good yields (>= 42%), could be easily separated.
引用
收藏
页码:6397 / 6401
页数:5
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