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为控制抗真菌药艾氟康唑的产品质量,合成了(2S,3R)-2-(2,4-二氟苯基)-3-(4-亚甲基哌啶-1-基)-1-(1H-1,2,4-三唑-1-基)-2-丁醇(艾氟康唑非对映异构体)。首先,以L-乳酸甲酯为原料合成了中间体(2S)-1-(2,4-二氟苯基)-2-(3,4,5,6-四氢-2H-吡喃-2-氧)丙烷-1-酮,然后经脱保护、哌啶烷基化得中间体(2R)-1-(2,4-二氟苯基)-2-(4-亚甲基哌啶-1-基)丙烷-1-酮,经科里-柴可夫斯基环氧化、三氮唑烷基化后得目标化合物。该合成路线未见报道,所有化合物经1HNMR和ESI-MS确证结构。该相关化合物可作为艾氟康唑质量控制中的杂质对照,用于准确定量、定性分析相关杂质。
(2S, 3R) -2- (2,4-difluorophenyl) -3- (4-methylenepiperidin-1-yl) - 1- (1H-1,2,4-triazol-1-yl) -2-butanol (ifeconazole diastereomer). First, L-methyl lactate was used as the starting material to synthesize the intermediate (2S) -1- (2,4-difluorophenyl) -2- (3,4,5,6-tetrahydro-2H- (2R) -1- (2,4-difluorophenyl) -2- (4-methylenepiperidine) was obtained after deprotection and piperidine alkylation to give 2- -1-yl) propane-1-one, which is alkylated by Coriolis-Tchaikovsky to give the title compound. The synthetic route has not been reported, all compounds confirmed by 1HNMR and ESI-MS structure. The related compound can be used as an impurity control in the quality control of iraconazole for accurate quantitative and qualitative analysis of related impurities.