Synthesis of 1-(1H-imidazol-2-yl)ethane-1,2-diol derivatives:: a novel class of protein kinase C inhibitors

被引:12
作者
Röhrle, AN [1 ]
Schmidhammer, H [1 ]
机构
[1] Univ Innsbruck, Inst Pharmaceut Chem, A-6020 Innsbruck, Austria
关键词
D O I
10.1002/hlca.19980810520
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Compounds 6-13 were prepared starting from 1-(triphenlymethyl)-protected 1H-imidazoles 14 and 15 in several steps. Lithiation with BuLi in THF followed by reaction with (triphenylmethoxy)acetaldehyde (16) afforded 17 and 18, respectively. O-Methylation of 17 and 18 gave diethers 19 and 20, respectively. The N- and O-trityl protecting groups of 17-20 were cleaved by acid treatment to give deprotected compounds 21-24. Acylation with equimolar amounts (for mono- or di-O-acylation) of the corresponding acyl chlorides yielded 1H-imidazoles 6-13. Compounds 7, 8, 10, and 11 exhibited moderate protein kinase C inhibition.
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页码:1070 / 1076
页数:7
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