四氢咔唑衍生物的制备工艺

Study on preparation technology of tetrahydrocarbazole derivative

目的:探讨四氢咔唑类医药中间体——3-氨基-四氢咔唑-3-羧酸(ATHC-CA,化合物Ⅴ)的制备工艺。方法:以1,4-dioxaspirol decane-8-one(化合物Ⅰ)为起点原料,利用酮基加成、缩合、水解和环合反应制备目标化合物(Ⅴ),用光谱法对化合物(Ⅴ)及各中间体进行结构鉴定,并考察反应条件。结果:获得目标化合物(Ⅴ),各中间体的产率均较高,目标化合物(Ⅴ)产率为65%,纯度高,最佳反应条件为96℃/h。结论:环合反应的条件缓和,产品收率和纯度高,在四氢咔唑类化合物的化学制备中具有重要参考价值。

Objevtive： To investigate the preparation technology of pharmaceutical intermediate product-5 amino tetrahydrocarbazole-3-carboxylic acid （ATHC-CA）. Methods： ATHC-CA was synthesized from 1,4- dioxaspirol decane-8 one by reaction of addition, condensation, hydrolysis and cyclization; the chemical structures of ATHC-CA and of other synthesized intermediate products were characterized by four spectrum method; the reaction conditions were investigated. Results： The target compound ATHC-CA was obtained with a yield of 65% in a high purity; its optimal reaction conditions were 96℃/h the yields of intermediate products were higher. Conclusions： The conditions of reaction of cyclization were moderate, the purity and yield of the product was higher. This study has a reference value on the chemical synthesis of tetrahydrocarbazole derivatives.