Tetrabutylammonium Fluoride → 8-(3-Pyridinyl)adenosine
반응식
[Si]([O:8][C@@H:9]1[C@H:13]([O:14][Si](C(C)(C)C)(C)C)[C@@H:12]([CH2:22][O:23][Si](C(C)(C)C)(C)C)[O:11][C@H:10]1[N:31]1[C:40]2[N:39]=[CH:38][N:37]=[C:35]([NH2:36])[C:34]=2[N:33]=[C:32]1[C:41]1[CH:42]=[N:43][CH:44]=[CH:45][CH:46]=1)(C(C)(C)C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[N:43]1[CH:44]=[CH:45][CH:46]=[C:41]([C:32]2[N:31]([C:40]3[N:39]=[CH:38][N:37]=[C:35]([NH2:36])[C:34]=3[N:33]=2)[C@@H:10]2[O:11][C@H:12]([CH2:22][OH:23])[C@@H:13]([OH:14])[C@H:9]2[OH:8])[CH:42]=1참가 물질
4
실험 절차
A solution of 2′,3′,5′-tris-O-(tert-butyldimethylsilyl)-8-(3-pyridinyl)adenosine (16c) (0.56 g, 0.82 mmol) and TBAF (0.85 g, 3.26 mmol) in THF (31 ml) under argon was stirred at room temperature overnight. The solvent was distilled off and the residual material dissolved in MeOH (10 ml). The solution was left at 0° C. overnight and the title compound isolated by filtration. 13C NMR: (75 MHz, DMSO); δ 62.27 (C-5′), 71.13/71.62 (C-2′, C-3′), 86.95/89.27 (C-4, C-1), 119.33/123.69/125.71/137.20/148.20/149.80/149.85/150.88/152.33/156.34 (C-5, C-5″, C-3″, C-4″, C-6, C-8, C-6″, C-2″, C-2, C-4). MS (EI): 344 (M, 2%), 255 (5), 241 (5), 213 (22), 212 (100), 211 (5) 185 (12), 104 (12).