化学
尿嘧啶
尿苷
胸腺嘧啶
鸟苷
胞嘧啶
胞苷
鸟嘌呤
立体化学
核酸
路易斯酸
选择性
核苷酸
有机化学
生物化学
催化作用
核糖核酸
DNA
酶
基因
作者
Hari Babu Mereyala,Sreeman K. Mamidyala
标识
DOI:10.1081/ncn-120030722
摘要
The coupling reaction of acetoxymethoxy ribofuranoside 4 with nucleic acid bases 5a-f to synthesize novel (ribofuranosyloxy)methyl uracil, thymine, cytosine, adenine, guanine derivatives 6a-g respectively in preference to the expected formation of natural nucleosides 2',3',5'-tri-O-benzoyl uridine, methyluridine, cytidine, adenosine and guanosine 7a-g is described. Detailed study of these reactions catalysed by Lewis acids TMSOTf and SnCl4 is described. TMSOTf exhibited selectivity for the formation of ribofuranosyloxy methyl derivatives 6a-g rather than 7a-g. Reason for formation of 6a-g is explained by HSAB principle.
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