山莨菪碱类似物的合成

本文报道了6β-羟基、6β-甲氧基和6,7β-双甲氧基托品醇及△⁶托品烯醇为母体,同苦杏仁酸、卤代苯甲酸和其他酸酯化合成的十五个托品酯化合物。并讨论了它们的红外、棱磁共振和质谱。

SYNTHESIS OF ANISODAMINE ANALOGS

Twelve anisodamine analogs (Ⅰ-Ⅻ) were synthesized by esterification of 6β-hydroxy, 6β-methoxy and 6,7β-dimethoxy tropanol with various acid chlorides most of which contain neurotropic functional groups such as halides, epoxide etc. Physical data of compounds Ⅰ-Ⅻ are listed in table 1.Besides, three △⁶-tropenol esters (ⅩⅢ-ⅩⅤ) were prepared by the following process.6β-Tosyloxy-3α-acetoxy tropane was refluxed in diglyme for several hours. The 3α-acetoxy-△⁶-tropene so obtained was then hydrolysed to give △⁶-tropen-3α-ol. Finally, △⁶-tropenol was esterified respectively with tropoyl chloride by heating without solvent, with benzoyl chloride in refluxing chloroform, and with atropoyl chloride in the presence of pyridine (use of pyridine being mandatory) to produce the corresponding esters ⅩⅢ,ⅥⅤ and ⅩⅤ.IR, NMR and MS of compounds Ⅰ-ⅩⅤ were discussed.