摘要
乙二胺与氯乙酸乙酯经取代、环合反应制得2-哌嗪酮,2-哌嗪酮与Boc酸酐进行氨基保护反应后,再与五硫化二磷进行硫代反应制得4-(N-叔丁氧羰基)-2-哌嗪硫酮,其与三氟乙酰肼经取代、环合、脱叔丁氧羰基成盐,得标题化合物,总收率为45.7%(以氯乙酸乙酯计)。为磷酸西他列汀中间体的工业化生产提供了一条较理想的工艺路线。
3-Trifluoromethyl-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-α]pyrazine hydrochloride,the key intermediate of Stiagliptin phosphate,was synthesized from ethyl chloroacetate by substitution with ethylenediamine,cyclization,protection with（ Boc）2O,and reaction with P2S5 to give 4-（ N-tertbutoxycarbonyl）-2-piperazin thione,which was subjected to reacted with trifluoroacetyl,substitution,cyclization,deprotection followed by salt formation with an overall yield of about 45. 7%（ based on ethyl chloroacetate）. This work provides an ideal technological route for the industrial production of Sitagliptin phosphate intermediate.
出处
《化学试剂》
CAS
北大核心
2015年第3期270-272,共3页
Chemical Reagents
基金
江苏省2013年度大学生创新创业指导基金资助项目(SZ13129)
