反応式
[CH:1]([O:4][P:5](/[CH:11]=[CH:12]/[CH2:13][CH2:14][O:15][N:16]1[CH:24]=[N:23][C:22]2[C:17]1=[N:18][CH:19]=[N:20][C:21]=2[N:25]1C(=O)C2=CC=CC=C2C1=O)([O:7][CH:8]([CH3:10])[CH3:9])=[O:6])([CH3:3])[CH3:2].CNN>C(O)C>[CH:8]([O:7][P:5](/[CH:11]=[CH:12]/[CH2:13][CH2:14][O:15][N:16]1[CH:24]=[N:23][C:22]2[C:17]1=[N:18][CH:19]=[N:20][C:21]=2[NH2:25])([O:4][CH:1]([CH3:3])[CH3:2])=[O:6])([CH3:9])[CH3:10]参加物
実験手順
A mixture of (E)-9-[4-(Diisopropoxyphosphoryl)but-3-enyloxy]-6-phthalimidopurine (186 mg, 370 μmol) and methylhydrazine (18 mg, 390 μmol) in ethanol (4 ml) was stirred at room temperature for 1.5 hr. The solvent was removed and the residue purified by column chromatography on silica gel eluting with dichloromethane-methanol (4:1) to afford (E)-9-[4-(diisopropoxyphosphoryl)but-3-enyloxy]-adenine as a gum (120 mg, 88%); λmax (EtOH) 260 (12,860)nm; υmax (film) 3310, 3170, 2970, 1640, 1590, 1290, 1230 and 980 cm-1 ; δH [(CD3)2SO] 1.26 (12H, pseudo t, J 6 Hz, CH(CH3)2), 2.67 (2H, m, CH2), 4.50 (4H, m, CH2O and CH(CH3)2), 6.05 (1H, dd, J 17 Hz and 22 Hz, PCH=CH), 6.70 (1H, ddt, J 6 Hz, 17 Hz and 22 Hz, PCH=CH), 7.38 (2H, br.s, NH2), 8.14 (1H, s, H-2/H-8), 8.36 (1H, s, H-2/H-8) (Found: M+ 369.1568. C15H24N5O4P requires M+ 369 1566).
後処理
- customThe solvent was removed
- customthe residue purified by column chromatography on silica gel eluting with dichloromethane-methanol (4:1)
出典と根拠
- ORDレコード
- ord-231965bd897b49bea42107d1e0e69097
- 出典データセット
- uspto-grants-1994_10
- 特許番号
- US05356886
関連ノート
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