N-Benzoyl-2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]adenosine → 9-(3-O-t-Butyldimethylsilyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-N6-benzoyladenine

HRID 1379777Notes

Reaction equation

HRID 1379777 reaction equation
COC1C=CC(C([O:22][CH2:23][C@H:24]2[O:28][C@@H:27]([N:29]3[CH:37]=[N:36][C:35]4[C:30]3=[N:31][CH:32]=[N:33][C:34]=4[NH:38][C:39](=[O:46])[C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[C@@H:26]([F:47])[C@@H:25]2[OH:48])(C2C=CC=CC=2)C2C=CC(OC)=CC=2)=CC=1.[Si:51](O[C@@H]1[C@@H](CO)O[C@@H](N2C3N=CN=C(NC(=O)C4C=CC=CC=4)C=3N=C2)C1)([C:54]([CH3:57])([CH3:56])[CH3:55])([CH3:53])[CH3:52]>>[Si:51]([O:48][C@@H:25]1[C@@H:24]([CH2:23][OH:22])[O:28][C@@H:27]([N:29]2[CH:37]=[N:36][C:35]3[C:30]2=[N:31][CH:32]=[N:33][C:34]=3[NH:38][C:39](=[O:46])[C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)[C@H:26]1[F:47])([C:54]([CH3:57])([CH3:56])[CH3:55])([CH3:53])[CH3:52]

Participants

3

Reactant 2

HCID 11590906N-Benzoyl-2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]adenosineHCID 67563215HCID 67563215, compound

Product 1

HCID 544108119-(3-O-t-Butyldimethylsilyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-N6-benzoyladenine

Procedure

This compound is prepared from 9-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-β-D-arabinofuranosyl]-N6 -benzoyladenine by the same procedure used for the preparation of 3'-O-t-butyldimethylsilyl-N6 -benzoyl-2'-deoxyadenosine.

Sources & evidence

ORD record
ord-26c124c811b8464eabf0d5e3434a8dcd
Source dataset
uspto-grants-1997_09
Patent number
US05672697

Reaction notes

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