Phenyl isocyanate → 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-N4-[bis(4-methoxy-phenyl)phenylmethyl]-3'-O-phenylcarbamoylcytidine

HRID 889779

反応式

HRID 889779 の反応式
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:78]2[CH:83]=[CH:82][C:81]([O:84][CH3:85])=[CH:80][CH:79]=2)([C:72]2[CH:77]=[CH:76][CH:75]=[CH:74][CH:73]=2)[O:32][CH2:33][C@H:34]2[O:38][C@@H:37]([N:39]3[CH:69]=[CH:68][C:43]([NH:44][C:45]([C:60]4[CH:65]=[CH:64][C:63]([O:66][CH3:67])=[CH:62][CH:61]=4)([C:52]4[CH:57]=[CH:56][C:55]([O:58][CH3:59])=[CH:54][CH:53]=4)[C:46]4[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=4)=[N:42][C:40]3=[O:41])[C@H:36]([OH:70])[C@@H:35]2[OH:71])=[CH:27][CH:26]=1.[C:86]1([N:92]=[C:93]=[O:94])[CH:91]=[CH:90][CH:89]=[CH:88][CH:87]=1.COC1C=CC(C(C2C=CC(OC)=CC=2)(C2C=CC=CC=2)OC[C@H]2O[C@@H](N3C=CC(NC(C4C=CC(OC)=CC=4)(C4C=CC(OC)=CC=4)C4C=CC=CC=4)=NC3=O)[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].O1CCOCC1>[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]([C:78]2[CH:79]=[CH:80][C:81]([O:84][CH3:85])=[CH:82][CH:83]=2)([C:72]2[CH:73]=[CH:74][CH:75]=[CH:76][CH:77]=2)[O:32][CH2:33][C@H:34]2[O:38][C@@H:37]([N:39]3[CH:69]=[CH:68][C:43]([NH:44][C:45]([C:52]4[CH:57]=[CH:56][C:55]([O:58][CH3:59])=[CH:54][CH:53]=4)([C:60]4[CH:65]=[CH:64][C:63]([O:66][CH3:67])=[CH:62][CH:61]=4)[C:46]4[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=4)=[N:42][C:40]3=[O:41])[C@H:36]([OH:70])[C@@H:35]2[O:71][C:93](=[O:94])[NH:92][C:86]2[CH:91]=[CH:90][CH:89]=[CH:88][CH:87]=2)=[CH:27][CH:26]=1

参加物

7

実験手順

The dioxane solution (4 ml) containing 2,6-bis[(4S)-isopropyl-2-oxazoline-2-yl]pyridine (0.02 mmol, 6.2 mg) and Cu(OTf)2 (II) (0.02 mmol, 7.4 mg) was stirred for 1.25 hours at room temperature. The dioxane solution (1 ml) of 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-N4-[bis(4-methoxy-phenyl)phenylmethyl]cytidine (0.2 mmol, 169.6 mg) and the dioxane solution (1 ml) of phenyl isocyanate (0.2 mmol, 23.8 mg) were added thereto. After the mixture was continuously stirred for 4 hours at room temperature, the mixture was analyzed with high-performance liquid chromatography. As a result, it was found that 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-N4-[bis(4-methoxy-phenyl)phenylmethyl]-2′-O-phenylcarbamoylcytidine and 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-N4-[bis(4-methoxy-phenyl)phenylmethyl]-3′-O-phenylcarbamoylcytidine were produced at the ratio of 85:15, and the transformation ratio of the reaction was 93%.

後処理

  1. stirringAfter the mixture was continuously stirred for 4 hours at room temperature

出典と根拠

ORDレコード
ord-1f97b0ba4d914ffcba4f4b19d813086c
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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