Ammonium Hydroxide → [(E)-2-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]vinyl]phosphonic acid
反応式
C([NH:9][C:10]1[N:18]=[CH:17][N:16]=[C:15]2[C:11]=1[N:12]=[CH:13][N:14]2[C@@H:19]1[O:23][C@H:22](/[CH:24]=[CH:25]/[P:26](=[O:29])([OH:28])[OH:27])[C@@H:21]([OH:30])[C@H:20]1[OH:31])(=O)C1C=CC=CC=1.[NH4+].[OH-]>>[NH2:9][C:10]1[N:18]=[CH:17][N:16]=[C:15]2[C:11]=1[N:12]=[CH:13][N:14]2[C@@H:19]1[O:23][C@H:22](/[CH:24]=[CH:25]/[P:26](=[O:27])([OH:28])[OH:29])[C@@H:21]([OH:30])[C@H:20]1[OH:31]参加物
3
実験手順
Compound 24.3 (43 mg, 0.961 mmol) was treated with concentrated NH4OH (4.85 mL, 0.02 M) and stirred at room temperature for 16 h. The solvent was removed in vacuo and the residue was treated with 1% AcOH (2 mL). Reverse phase HPLC afforded compound 24.4 (23 mg, 70% yield) as a white solid: 1H NMR (D2O, 300 MHz) 8.21 (s, 1H), 8.11 (s, 1H), 6.41 (m, 1H), 5.97 (d, J=5.7 Hz, 1H), 5.84 (m, 1H), 4.66 (appt t, J=4.8 Hz, 1H), 4.53 (m, 1H), 4.22 (t, J=4.8 Hz, 1H); 31P NMR (D2O, 121.4 MHz) 9.4; MS (ESI) m/z 344 [M+H]+.
後処理
- customThe solvent was removed in vacuo