Heeres J, Backx L J, Van Cutsem J M
J Med Chem. 1976 Sep;19(9):1148-55. doi: 10.1021/jm00231a013.
The synthesis of 1-(2-alkyl-2-phenylethyl)-1H-imidazoles was accomplished starting from the corresponding phenylacetonitriles. Via alkylation, esterification, and sodium borohydride reduction-in the presence of lithium iodide-beta-phenylalconols were obtained. Mesylation of these alcohols and refluxing with imidazole in dimethylformamide furnished title compounds, which were active in vitro against dermatophytes, yeasts, other fungi, and gram-positive bacteria and in vivo as well as in vitro against Candida albicans.
1-(2-烷基-2-苯乙基)-1H-咪唑的合成是从相应的苯乙腈开始的。通过烷基化、酯化以及在碘化锂存在下用硼氢化钠还原,得到了β-苯基乙醇。这些醇经甲磺酰化后,与咪唑在二甲基甲酰胺中回流,得到了目标化合物,该化合物在体外对皮肤癣菌、酵母菌、其他真菌和革兰氏阳性菌具有活性,在体内外对白色念珠菌也有活性。