Montgomery J A, Shortnacy A T, Arnett G, Shannon W M
J Med Chem. 1977 Mar;20(3):401-4. doi: 10.1021/jm00213a017.
2-Substituted derivatives of 9-alpha-D-arabinofuranosyladenine were prepared via the fusion of tetra-O-acetyl-alpha-D-arabinofuranose with 2,6-dichloropurine followed by stepwise displacement of the chloro groups. A different approach, the reaction of 2,3,5-tri-O-benzoly-D-arabinofuranosyl bromide with 2,6-bis(methylthio)-8-azapurine in refluxing toluene in the presence of molecular sieve followed by stepwise reaction of the blocked nucleoside with methanolic ammonia and then other nucleophiles, gave 2-substituted derivatives of 9-alpha-D-arabinofuranosyl-8-azaadenine; In contrast to the parent compounds, none of these 2-substituted derivatives showed significant antiviral activity.
9-α-D-阿拉伯呋喃糖基腺嘌呤的2-取代衍生物是通过四-O-乙酰基-α-D-阿拉伯呋喃糖与2,6-二氯嘌呤融合，然后逐步取代氯原子来制备的。另一种方法是，2,3,5-三-O-苯甲酰基-D-阿拉伯呋喃糖基溴与2,6-双（甲硫基）-8-氮杂嘌呤在甲苯中回流，在分子筛存在下反应，然后将封闭的核苷与甲醇氨及其他亲核试剂逐步反应，得到9-α-D-阿拉伯呋喃糖基-8-氮杂腺嘌呤的2-取代衍生物；与母体化合物相比，这些2-取代衍生物均未显示出显著的抗病毒活性。
