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Synthesis of 1-(1H-Imidazol-2-yl)ethane-1,2-diol Derivatives: A novel class of protein kinase C inhibitors

✍ Scribed by Andreas N. Röhrle; Helmut Schmidhammer

Publisher
John Wiley and Sons
Year
1998
Tongue
German
Weight
473 KB
Volume
81
Category
Article
ISSN
0018-019X

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✦ Synopsis

Compounds 6-13 were prepared starting from 1-(triphenlymethy1)-protected 1H-imidazoles 14 and 15 in several steps. Lithiation with BuLi in T H F followed by reaction with (triphcny1methoxy)acetaldehyde (16) afforded 17 and 18, respectively. 0-Methylation of 17 and 18 gave diethers 19 and 20, respectively. The N -and 0-trityl protecting groups of 17720 were cleaved by acid treatment to give deprotected compounds 21-24. Acylation with equimolar amount\ (Ibr mono-or di-0-acylation) of the corresponding acyl chlorides yielded 1H-imidazoles 6-13. Compounds 7. 8. 10. and I 1 cxhibited moderate protein kinase C inhibition.

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