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

HRID 1981885

Reaction equation

HRID 1981885 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-96132df5c92049749906da17a2d68cee
Source dataset
uspto-grants-1986_06
Patent number
US04594339

Linked notes

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