反応式
C([C@H]1COC(C2C=CC=C(C3OC[C@H](C(C)C)N=3)N=2)=N1)(C)C.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]([C:68]2[CH:73]=[CH:72][C:71]([O:74][CH3:75])=[CH:70][CH:69]=2)([C:62]2[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=2)[O:32][CH2:33][C@H:34]2[O:38][C@@H:37]([N:39]3[C:59]4[N:58]=[C:46]([NH:47][C:48](=[O:57])[CH2:49][O:50][C:51]5[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=5)[NH:45][C:43](=[O:44])[C:42]=4[N:41]=[CH:40]3)[C@H:36]([OH:60])[C@@H:35]2[OH:61])=[CH:27][CH:26]=1.[C:76]1([N:82]=[C:83]=[O:84])[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=1.C([O-])([O-])=O.[K+].[K+].COC1C=CC(C(C2C=CC(OC)=CC=2)(C2C=CC=CC=2)OC[C@H]2O[C@@H](N3C4N=C(NC(=O)COC5C=CC=CC=5)NC(=O)C=4N=C3)[C@H](OC(=O)NC3C=CC=CC=3)[C@@H]2O)=CC=1>C(S([O-])(=O)=O)(F)(F)F.C(S([O-])(=O)=O)(F)(F)F.[Cu+2].C1COCC1>[CH3:75][O:74][C:71]1[CH:70]=[CH:69][C:68]([C:31]([C:28]2[CH:27]=[CH:26][C:25]([O:24][CH3:23])=[CH:30][CH:29]=2)([C:62]2[CH:63]=[CH:64][CH:65]=[CH:66][CH:67]=2)[O:32][CH2:33][C@H:34]2[O:38][C@@H:37]([N:39]3[C:59]4[N:58]=[C:46]([NH:47][C:48](=[O:57])[CH2:49][O:50][C:51]5[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=5)[NH:45][C:43](=[O:44])[C:42]=4[N:41]=[CH:40]3)[C@H:36]([OH:60])[C@@H:35]2[O:61][C:83](=[O:84])[NH:82][C:76]2[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=2)=[CH:73][CH:72]=1参加物
反応物 5
生成物 1
試薬・触媒・溶媒 2
実験手順
The THF solution (33 ml) containing 2,6-bis[(4S)-isopropyl-2-oxazoline-2-yl]pyridine (0.06 mmol, 18.1 mg) and copper chloride (II) (0.06 mmol, 10.2 mg) was stirred for a day at room temperature. After the reaction mixture was cooled to −20° C., the THF solution (32 ml) of 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-N2-phenoxyacetyl-guanosine (0.60 mmol, 431.8 mg) and the THF solution (1.6 ml) of phenyl isocyanate (0.60 mmol, 71.5 mg) and K2CO3 (0.60 mmol, 82.9 mg) were sequentially added thereto. After the mixture was stirred for 24.5 hours at −20° C., the THF solution (1.6 ml) of phenyl isocyanate (0.60 mmol, 71.5 mg) was added thereto. After the mixture was further stirred for 23.5 hours, the mixture was analyzed with high-performance liquid chromatography. As a result, it was found that 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-N2-phenoxyacetyl-2′-O-phenylcarbamoylguanosine and 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-N2-phenoxyacetyl-3′-O-phenylcarbamoylguanosine were produced at the ratio of 99:1, and the transformation ratio of the reaction was not less than 99%.
後処理
- temperatureAfter the reaction mixture was cooled to −20° C.
- stirringAfter the mixture was stirred for 24.5 hours at −20° C.
- stirringAfter the mixture was further stirred for 23.5 hours
出典と根拠
- ORDレコード
- ord-cf14502cf9a843679917458ba481868b
- 出典データセット
- uspto-grants-2012_08
- 特許番号
- US08252919B2
関連ノート
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