Calix[4]arene α-aminophosphonic acids:: Asymmetric synthesis and enantioselective inhibition of an alkaline phosphatase

被引：78
|
作者：
Cherenok, S
Vovk, A
Muravyova, I
Shivanyuk, A
Kukhar, V
Lipkowski, J
Kalchenko, V
机构：
[1] Natl Acad Sci Ukraine, Inst Organ Chem, UA-20294 Kiev 94, Ukraine
[2] Natl Acad Sci Ukraine, Inst Bioorgan Chem & Petrochem, UA-20294 Kiev 94, Ukraine
[3] Polish Acad Sci, Inst Phys Chem, PL-01224 Warsaw, Poland
来源：
ORGANIC LETTERS | 2006年 / 8卷 / 04期
关键词：
D O I：
10.1021/ol052469a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Chiral calix[4]arene alpha-aminophosphonic acids were obtained through diastereoselective Pudovik-type addition of sodium ethyl phosphites to the chiral calixarene imines, removal of chiral auxiliary groups, and mild dealkylation of phosphonate fragments. The diacids obtained show inhibitory activity toward porcine kidney alkaline phosphatase that depends considerably on the absolute configuration of the alpha-carbon atoms.
引用
收藏
页码：549 / 552
页数：4
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