ONE-FLASK SYNTHESES OF 6-THIOGUANOSINE AND 2'-DEOXY-6-THIOGUANOSINE

被引:30
作者
KUNG, PP [1 ]
JONES, RA [1 ]
机构
[1] RUTGERS STATE UNIV,DEPT CHEM,PISCATAWAY,NJ 08855
关键词
6-THIOGUANOSINE; 2'-DEOXY-6-THIOGUANOSINE; 2-AMINO-9-(2-DEOXY-BETA-D-ERYTHRO-PENTOFURANOSYL)PURINE;
D O I
10.1016/0040-4039(91)80589-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have previously reported that reaction of guanosine or 2'-deoxyguanosine with trifluoroacetic anhydride in pyridine gives a putative 6-pyridyl intermediate from which several 6-substituted derivatives may be obtained.1 We now report high-yield conversion of guanosine and 2'-deoxyguanosine to the corresponding 6-thio compounds in a two-step, one-flask reaction via this 6-pyridyl intermediate. Standard Raney nickel treatment, as reported for the ribonucleoside,2 then gives the 2-aminopurine nucleosides.
引用
收藏
页码:3919 / 3922
页数:4
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