首页|拉诺康唑的合成工艺研究

拉诺康唑的合成工艺研究

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目的 研究咪唑类抗真菌药物拉诺康唑的合成工艺。方法 以邻氯扁桃酸为原料,经酯化、卤代、还原和甲磺酰酯化反应得到化合物4D,4D与1-咪唑基乙腈、二硫化碳、氢氧化钾反应得到二钾盐化合物3,然后经环合、构型转化,并分离纯化和重结晶制得拉诺康唑。结果 总收率为36。5%(以邻氯扁桃酸计),各步关键中间体及目标物结构经MS和1H-NMR确证。结论 该合成工艺操作简便,原料廉价易得,三废较少,适合工业化生产。
Study on the Synthetic Route of Lanoconazole
OBJECTIVE To study the the synthetic process of imidazole antifungal drug lanoconazole.METHODS Lanoconazole was synthesized using 2-Chloromandelic acid as the starting material,via esterification,halogenation,reduction,methylsulfonyl esterification to get compound 4D,followed by reaction with 1-imidazolyl acetonitrile,carbon disulfide and potassium hydroxide to get dipotassium salt compound 3,cyclization,configuration conversion,separation and recrystallization to get lanoconazole.RESULTS The total yield was 36.5%based on 2-Chloromandelic acid.The structures of lanoconazole and key intermediates in the process were confirmed by MS and 1H-NMR.CONCLUSION The synthetic process is simple in operation and suitable for industrial production with cheap and readily available raw materials and less waste.

lanoconazoleimidazole antifungal drugsynthetic route

刚丽霞、张道明、张荣震、李达、盛荣

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浙江大学药学院,杭州 310058

浙江东亚药业股份有限公司,浙江台州 317100

上海右手医药科技开发有限公司,上海 201318

拉诺康唑 咪唑类抗真菌药物 合成工艺

2024

中国现代应用药学
中国药学会

中国现代应用药学

CSTPCD北大核心
影响因子:0.877
ISSN:1007-7693
年,卷(期):2024.41(15)