1-(3-O-Acetyl-5-O-benzoyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)thymine → Fmau

HRID 2057583

Reaction equation

HRID 2057583 reaction equation
C([O:4][C@@H:5]1[C@@H:9]([CH2:10][O:11]C(=O)C2C=CC=CC=2)[O:8][C@@H:7]([N:20]2[CH:28]=[C:26]([CH3:27])[C:24](=[O:25])[NH:23][C:21]2=[O:22])[C@H:6]1[F:29])(=O)C>N>[F:29][C@H:6]1[C@H:5]([OH:4])[C@@H:9]([CH2:10][OH:11])[O:8][C@H:7]1[N:20]1[CH:28]=[C:26]([CH3:27])[C:24](=[O:25])[NH:23][C:21]1=[O:22]

Participants

3

Reactant 1

HCID 541001961-(3-O-Acetyl-5-O-benzoyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)thymine

Product 1

HCID 72327FmauYield 83.3%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

1-(3-O-Acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)thymine (150 mg) is dissolved in saturated methanolic ammonia (15 ml), and the mixture left standing for 16 hours. The solvent is removed by evaporation in vacuo, and the residue crystallized from water to give 80 mg of 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)thymine, m.p. 185°-185.5°.

Workup

  1. waitthe mixture left
  2. customThe solvent is removed by evaporation in vacuo
  3. customthe residue crystallized from water

Sources & evidence

ORD record
ord-cff7bce3c6f54dc7b791314265853658
Source dataset
uspto-grants-1980_07
Patent number
US04211773

Linked notes

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