新产品编号:2099823
Chemical Name: 6-Amino-9-benzyl-2-butyl-9H-purin-8-ol
项目整合开发状态: Preclinical
项目研究机构: Japan Energy (Originator), Sumitomo Pharmaceuticals (Originator)
合成路线:The alkylation of 5-amino-1H-imidazole-4-carboxamide (I) with benzyl chloride and NaOH in DMSO gives 5-amino-1-benzyl-1H-imidazole-4-carboxamide (II),which is cyclized with ethyl pentanoate (III) and EtONa in ethanol to yield 9-benzyl-2-butylpurine-6-ol (IV).The reaction of (IV) with POCl3 and diethylaniline affords the corresponding chloropurine (V),which by reaction with aqueous ammonia in n-butanol is converted into 9-benzyl-2-butyladenine (VI).The bromination of (VI) with Br2 affords the 8-bromo derivative (VII),which is finally hydrolyzed with aqueous HCl to afford the target 8-hydroxyadenine derivative.
📌 参考资料/链接:
参考文献标题:Synthesis and structure-activity relationship of IFN inducer,8-hydroxyadenine - Optimization of 2-substituted groups of adenine
文献作者:Ogita,H.; et al.
参考来源:21st Symp Med Chem (Nov 28 2001,Kyoto) 2001,Abst 1P-11