【摘要】 改进并建立了以4-二甲氨基吡啶(DMAP)-对甲苯磺酸盐为催化剂,二环己基碳酰亚胺(DCC)为缩合剂直接用13-cis-维A酸与醇、酚或胺合成13-cis-维A酰衍生物的方法。合成了8种新目标化合物,收率80%～95%,核磁共振氢谱和碳谱研究表明,13-cis-维A酰部分的构型均保持不变。合成方法彻底抑制了反应中N-异维A酰基脲的副反应,而且反应条件温和,对于极易异构化的13c-is-维A酸的酯化和酰胺化反应十分有利。更多还原

【Abstract】 To improve the synthetic method of 13-cis-retinoic acid derivatives,the title compounds were synthesized directly from 13-cis-retinoic acid and alcohols,phenols or amines with DCC as the condensation reagent under the catalysis of 4-(dimethylamino)pyridinium p-toluenesulfonate prepared in our lab.Eight new compounds were obtained in 80%~95% yields and in a high isomeric purity,which were characterized by NMR.The side reaction that converts 13cis-retinoic acid to unreactive N-retinoylurea was completely suppressed.The reaction proceeds under mild conditions and is favorable to the esterification and amidation of thermally-,chemically-and ultraviolet-sensitive 13-cis-retinoic acid and its analogues.更多还原