7-(羟甲基)-8-氮杂螺[4.5]癸烷-8-羧酸叔丁酯的合成  

Synthesis of tert-butyl 7-(hydroxymethyl)-8-azaspiro[4.5]decane-8-carboxylate

作　　者：王艳娇[1] 梁雪 徐小娜 刘斌[1] WANG Yan-jiao;LIANG Xue;XU Xiao-na;LIU Bin(Collaborative Innovation Center of Green Manufacturing Technology for Traditional Chinese Medicine in Shaanxi Province,School of Pharmacy,Shaanxi Institute of International Trade&Commerce,Xi’an 712046,China;School of pharmaceutical&Chemical Engineering,Xianyang Vocational Technical College,Xianyang 712000,China)

机构地区：[1]陕西省中药绿色制造技术协同创新中心,陕西国际商贸学院医药学院,陕西西安712046 [2]咸阳职业技术学院医药化工学院,陕西咸阳712000

出　　处：《化学研究与应用》2021年第1期103-107,共5页Chemical Research and Application

基　　金：陕西省自然科学基础研究计划(面上)项目(2018JM7046)资助;陕西省中药绿色制造技术协同创新中心重点培育项目(2019XT-1-05)资助;陕西省中药绿色制造技术协同创新中心一般培育项目(2019XT-3-09)资助;陕西国际商贸学院2020年科学研究项目(SMXY202018)资助。

摘　　要：以8-氮杂螺[4.5]癸烷-7,9-二酮为原料,通过酰胺还原、N-Boc保护、甲酰化、醛基四步反应还原反应合成得到目标化合物7-(羟甲基)-8-氮杂螺[4.5]癸烷-8-羧酸叔丁酯,总收率29.8%。反应中间体及产物结构经1H NMR和ESI-MS确证,同时对每步反应条件进行讨论。该研究提供了一种新结构的含氮螺环化合物的合成路线。Methyl 7-(hydroxymethyl)-8-azaspiro[4.5]decane-8-carboxylate was synthesizedby using8-azaspiro[4.5]decane-7,9-dione as starting material with four-step reactioninvolving amide reduction,N-Boc protection,formylation reaction and aldehyde group reduction and a total yield of 29.8%was obtained.The structure of intermediates and the product were confirmed by 1H NMR and ESI-MS.Apractical route for the novel nitrogen containing spirocyclic compound was provided in this work.

关 键 词：含氮杂环 螺环化合物 Boc-保护基 合成 

分 类 号：O626[理学—有机化学]