以6-氯鸟嘌呤(1)为原料,与乙酸-2-溴-乙酯反应得到9-乙酰氧基乙基-2-氨基-6-氯嘌呤(2),2经溴代得到9-乙酰氧基乙基-2-氨基-6-氯-8-溴嘌呤(3),3在甲醇中与甲醇钠反应得到9.(2.羟基乙基)-2-氨基-8-甲氧基-6-氯嘌呤(4),对4的羟基进行乙酰化保护得到9-乙酰氧基乙基-2-氨基-8-甲氧基-6-氯嘌呤(5),5经重氮化反应后再与二烷基二硫醚反应得到9-乙酰氧基乙基-8-甲氧基-2-烷硫基-6-氯嘌呤(6),6与胺进行亲核取代反应得到9.乙酰氧基乙基-6-烷氨基-8-甲氧基-2-烷硫基嘌呤(7),7的羟基脱保护后得到9-(2-羟基乙基)-6.烷氨基-8-甲氧基-2-烷硫基嘌呤(8).合成了24个未见报道的化合物3~8。它们的结构经1HNMR,13CNMR,IR及HRMS等手段得到表征。并对9个目标化合物8进行了抗血小板凝集活性测试.
2-Amino-6-chloropurine (1) was reacted with 2-bromoethyl acetate to yield 9-acetoxyethyl-2-amino-6-chloropurine (2), which was treated with NBS to afford 9-acetoxyethyl-2-amino-8-bromo-6-chloropurine (3). 3 was reacted with sodium methanol to afford 2-amino-6-chloro-9-(2-hydroxyethyl)-8-methoxypurine (4), and then 4 was treated with acetic anhydride to yield 9-acetoxyethyl-2-amino-6-chloro-8-methoxypurine (5). After that 5 was diazotized and reacted with dialkyl disulfide to yield 9-acetoxyethyl-2-alkylthio-6-chloro-8-methoxypurine (6) and 6 was treated with amine to afford 9-acetoxyethyl-6-alkylamino-2-alkylthio-8-methoxypurine (7). Deprotection of hydroxyl group in compound 7 provided target compound 8. All 24 novel compounds 3-8 were acquired and their structures were identified by 1H NMR, 13C NMR, IR and HRMS techniques. Besides, the anti-platelet aggregation activities of the nine target compounds were tested.