摘要
对消旋山莨菪碱的合成进行了改进,以甲缩醛代替乙酰基为6-羟基托品酮的羟基保护基。3位酯链的引入是用酯交换法先引入α-甲酰基苯乙酰基,再将甲酰基还原为经甲基。同时讨论了中间体6的~1HNMR谱,亚甲二氧基呈多重峰是受侧链手性碳影响所致。
Anisodamine (7), an alkaloid isolated from Anisodus tanguticus(Maxim) Pascher, has been used for treatment of toxic shock in acute infectiousdiseases. The new improved synthetic route of anisodamine is to take advantage ofmethylal to substitute acetyl as a protective group of 6-hydroxytropinone (1) andintroduce the ester side chain by ester exchange. The hydroxymethyl group isformed by reduction with sodium borohydride. The signal of methylenedioxy groupin the ~1HNMR spectrum of the intermediate 6 revealed in double doublets peaksis due to the affection of the chiral carbon in the ester side chain.
出处
《中国医药工业杂志》
CAS
CSCD
北大核心
1989年第3期99-104,共6页
Chinese Journal of Pharmaceuticals
关键词
山莨菪碱
托品生物碱
酯交换法
anisodamine, tropane alkaloid, ester exchange
