反-4-羟甲基哌啶-3-醇的合成

Synthesis of trans-4-( Hydroxymethyl) piperidin-3-ol

以4-羟甲基吡啶为原料,经苄基保护、硼氢化钠的还原、硼氢化氧化和脱苄基保护等四步反应得到新型5-羟色胺受体激动剂的关键中间体反-4-羟甲基哌啶-3-醇。总收率达55.7%。产物结构经IR、1H NMR和MS分析确证,并对合成工艺进行了优化。

Trans-4-(hydroxymethyl)piperidin-3-ol,a key intermediate of novel 5-hydroxytryptamine receptor agonist candidate,was synthesized by 4-hydroxymethylpyridin as starting material through four reaction steps including benzyl group protection,reduction with sodium borohydride,hydroboration-oxidation,deprotection of benzyl group.The total yield was up to 55.7%.The reaction products were characterized by IR,1H NMR and MS,and the synthetic process was also optimized.