Acetic Anhydride → HCID 11540528, compound

HRID 1086147Notes

Reaction equation

HRID 1086147 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[C@@H:8]1([N:17]2[CH:24]=[C:23]([I:25])[C:21](=[O:22])[NH:20][C:18]2=[O:19])[O:14][C@H:13]([CH2:15][OH:16])[C@@H:11]([OH:12])[C@@H:9]1[OH:10]>N1C=CC=CC=1>[I:25][C:23]1[C:21](=[O:22])[NH:20][C:18](=[O:19])[N:17]([C@@H:8]2[O:14][C@H:13]([CH2:15][O:16][C:5](=[O:7])[CH3:6])[C@@H:11]([O:12][C:11](=[O:12])[CH3:13])[C@@H:9]2[O:10][C:9](=[O:10])[CH3:8])[CH:24]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 966213052-06-0

Product 1

HCID 11540528HCID 11540528, compoundYield 187.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic anhydride (1.04 ml, 11 mmol) was added to a solution of 1 g of 1-(β-D-arabinofuranosyl)-5-iodouracil from Example 4(c)(2.7 mmol) in 10 ml of dry pyridine. After stirring for 3 hours at room temperature, the solvent was evaporated and the residue was co-evaporated with CH2Cl2 several times. The residue was triturated with ethanol, the solid filtered and dried to give 1.256 g (93%) of the title compound, melting at 175°-9° C.

Workup

  1. customthe solvent was evaporated
  2. customThe residue was triturated with ethanol
  3. filtrationthe solid filtered
  4. customdried

Sources & evidence

ORD record
ord-7dab4d7f97cf48cd961cbf9314151636
Source dataset
uspto-grants-1991_07
Patent number
US05028596

Reaction notes

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