Stability of Boronic Esters to Hydrolysis: A Comparative Study

被引:23
|
作者
Bernardini, Raffaella [1 ]
Oliva, Ambrogio [1 ]
Paganelli, Alessandro [1 ]
Menta, Ernesto [2 ]
Grugni, Mario [1 ]
De Munari, Sergio [1 ]
Goldoni, Luca [1 ]
机构
[1] Cell Therapeut Inc, I-20091 Bresso, Italy
[2] EOS SpA Eth Oncol Sci, I-20121 Milan, Italy
关键词
D O I
10.1246/cl.2009.750
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Boronic esters are key intermediates in the synthesis of biologically active compounds such as thrombin and proteasome inhibitors. However, they have low hydrolytic stability both during synthetic reactions and in biological media. We report the preparation of several boronic esters and a comparative study of their stability to hydrolysis vs. the corresponding pinanediol boronic esters, which are among the most hydrolytically stable. We discovered that the boronic esters derived from (1,1'-bicyclohexyl)-1,1'-diol are the most stable among those examined.
引用
收藏
页码:750 / 751
页数:2
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