3'-O-(t-butyldimethylsilyl)thymidine → 1-(3-O-t-Butyldimethylsilyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-thymine

HRID 1379778Notes

Reaction equation

HRID 1379778 reaction equation
COC1C=CC(C([O:22][CH2:23][C@H:24]2[O:28][C@@H:27]([N:29]3[CH:37]=[C:35]([CH3:36])[C:33](=[O:34])[NH:32][C:30]3=[O:31])[C@@H:26]([F:38])[C@@H:25]2[OH:39])(C2C=CC=CC=2)C2C=CC(OC)=CC=2)=CC=1.[Si:42](O[C@@H]1[C@@H](CO)O[C@@H](N2C=C(C)C(=O)NC2=O)C1)([C:45]([CH3:48])([CH3:47])[CH3:46])([CH3:44])[CH3:43]>>[Si:42]([O:39][C@@H:25]1[C@@H:24]([CH2:23][OH:22])[O:28][C@@H:27]([N:29]2[CH:37]=[C:35]([CH3:36])[C:33](=[O:34])[NH:32][C:30]2=[O:31])[C@H:26]1[F:38])([C:45]([CH3:48])([CH3:47])[CH3:46])([CH3:44])[CH3:43]

Participants

3

Reactant 2

HCID 4538443'-O-(t-butyldimethylsilyl)thymidineHCID 86751361HCID 86751361, compound

Product 1

HCID 228774891-(3-O-t-Butyldimethylsilyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-thymine

Procedure

This compound is prepared from 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-β-D-arabinofuranosyl]-thymine by the same procedure used for the preparation of 3'-O-t-butyldimethylsilylthymidine.

Sources & evidence

ORD record
ord-8519ac39abc740cd859a106b892c0f35
Source dataset
uspto-grants-1997_09
Patent number
US05672697

Reaction notes

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