摘要
利斯的明作为氨基甲酸酯类乙酰胆碱酯酶抑制剂在60多个国家被批准用于治疗老年痴呆症,是临床最重要的治疗药物之一.从3-乙基苯酚出发,以3步反应高效实用地合成了利斯的明消旋体.关键步骤是以NBS为试剂的N-甲基-N-乙基胺基甲酸-3-乙基苯酯的苄位溴代反应.目标分子能够以71%的总产率得到,并且整个实验不需要传统的柱层析或者重结晶分离.整个合成包括酯化、苄位溴代和取代3种反应.
A practical and efficient synthesis of （±）-dvastigmine, which is an acetyl cholinesterase inhibitor of the carbamate family and has been approved for the treatment of Alzheimer＇s disease in more than 60 countries, was developed in three steps from cheap and commercially available 3-ethylphenol. The key step of the synthesis involved the NBS-promoted benzylic bromination of 3-ethylphenyl ethyl（methyl）carbarnate. The target molecular was obtained in 71% overall yield without any traditional purification （column chromatography or crystallization）. The reactions include esterification, benzylic bromination, substitution reaction.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2013年第5期1100-1103,共4页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(Nos.81172937
U1204206)
教育部博士点新教师基金(No.20114101120013)
博士后基金(Nos.20100480857
201104402)资助项目~~
