Sulfuric Acid → 5'-[(4-Aminooxybutyl)methylamino]-5'-deoxy-8-oxoadenosine sulfate
反応式
[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].NOCCN(C)C[C@H]1O[C@@H](N2C3N=CN=C(N)C=3N=C2C)[C@H](O)[C@@H]1O.C(OC(=[N:36][O:37][CH2:38][CH2:39][CH2:40][CH2:41][N:42]([CH3:62])[CH2:43][C@H:44]1[O:48][C@@H:47]([N:49]2[C:58]3[C:52]([C:53]([N:55]=[CH:56][N:57]=3)=[NH:54])=[N:51][C:50]2=[O:59])[C@H:46]([OH:60])[C@@H:45]1[OH:61])C)C.OS(O)(=O)=O>>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[NH2:36][O:37][CH2:38][CH2:39][CH2:40][CH2:41][N:42]([CH3:62])[CH2:43][C@H:44]1[O:48][C@@H:47]([N:49]2[C:58]3[C:52]([C:53]([N:55]=[CH:56][N:57]=3)=[NH:54])=[N:51][C:50]2=[O:59])[C@H:46]([OH:60])[C@@H:45]1[OH:61]参加物
4
実験手順
The procedure was the same as reported above for 7a using 8c (190 mg, 0.41 mmol) and 2N H2SO4 (3 mL). The compound was purified by column chromatography (elution with 4:1:0.5 chloroform:methanol:NH4OH): yield 208 mg (82%), MS: m/z 384 (M+H)+; 1HNMR (DMSO-d6) δ 10.45 (bs, 1H, 8-OH), 8.05 (s, 1H, H-2), 6.58 (bs, 2H, 6-NH2), 5.77 (d, 1H, H-1′, J1′,2′=5.0 Hz), 5.37-5.71 (bm, 2H, O—NH2), 4.83 (t, 1H, H-2′, J2′,3′=4.2 Hz), 4.18-4.29 (m, 2H, H-3′, H-4′), 3.88 (t, 2H, NH2O—CH2), 3.34-3.54 (m, 2H, 5′-CH2), 3.06 (bt, 2H, N(CH3)—CH2), 2.73 (s, 3H, N—CH3), 1.46-1.74 (bm, 4H, NH2OCH2—CH2CH2); UV λmax, nm, pH 1, 263.3 (∈ 12,200), pH 7, 268.9 (∈ 13,600), pH 13, 279.9 (∈ 15,600). Anal. (C15H25N7O5.1.9H2SO4.0.1C2H5OH.2H2O) C, H, N, S.
後処理
- customThe compound was purified by column chromatography (elution with 4:1:0.5 chloroform:methanol:NH4OH)
出典と根拠
- ORDレコード
- ord-95f052bdcff748449e9d8a45ec2f5bf9
- 出典データセット
- uspto-grants-2014_01
- 特許番号
- US08637485B2
反応ノート
読み込み中…