反応式
[NH2:1][C:2]1[NH:7][C:6](=[O:8])[N:5]=[C:4]([NH2:9])[CH:3]=1.C[Si](N[Si](C)(C)C)(C)C.CC(O[CH:23]1[O:27][C@H:26]([CH2:28][O:29][C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:31])[C@@H:25]([O:38][C:39]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)=[O:40])[C@H:24]1[O:47][C:48]([C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)=[O:49])=O.[Si](OS(C(F)(F)F)(=O)=O)(C)(C)C.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[NH2:1][C:2]1[N:7]([C@@H:23]2[O:27][C@H:26]([CH2:28][O:29][C:30](=[O:31])[C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[C@@H:25]([O:38][C:39](=[O:40])[C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[C@H:24]2[O:47][C:48](=[O:49])[C:50]2[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=2)[C:6](=[O:8])[N:5]=[C:4]([NH2:9])[CH:3]=1参加物
反応物 5
生成物 1
試薬・触媒・溶媒 1
実験手順
A mixture of 6-aminocytosine (1.00 g, 5.71 mmol) and HMDS (10 mL) was refluxed for 3 h and concentrated to give a solid, which was dissolved in anhydrous CH2Cl2 (15 mL). To the solution were added 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribose (1.92 g, 3.81 mmol) and TMSOTf (1.66 mL, 8.59 mmol) at 0° C., and the mixture was stirred at room temp. for 12 h and poured into saturated sodium bicarbonate solution with vigorous stirring. The mixture was extracted with CHCl3 (150 mL×2), the combined extracts dried (Na2SO4) and concentrated in vacuo, and the residue purified by silica gel column chromatography (CHCl3:MeOH=30:1) to give compound 21 (1.18 g, 54%) as a white foam. 1H NMR (DMSO-d6) δ 7.97-7.40 (m, 15H), 6.18 (s, 1H), 6.18 (m, 3H), 5.10 (s, 1H), 4.65 (m, 3H).
後処理
- temperaturewas refluxed for 3 h
- concentrationconcentrated
- customto give a solid, which
- extractionThe mixture was extracted with CHCl3 (150 mL×2)
- dry with materialthe combined extracts dried (Na2SO4)
- concentrationconcentrated in vacuo
- customthe residue purified by silica gel column chromatography (CHCl3:MeOH=30:1)
出典と根拠
- ORDレコード
- ord-fd277f66c86342aa9da60b6c0768a0a6
- 出典データセット
- uspto-grants-2012_01
- 特許番号
- US08093380B2
関連ノート
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