Acetic Anhydride → HCID 86746615, compound

HRID 1613139Notes

Reaction equation

HRID 1613139 reaction equation
[C:1]([C@:3]1([CH2:17][O:18][C:19](=[O:21])[CH3:20])[O:7][C@@H:6]([N:8]2[CH:15]=[CH:14][C:12](=[O:13])[NH:11][C:9]2=[O:10])[CH2:5][C@@H:4]1[OH:16])#[N:2].[C:22](OC(=O)C)(=[O:24])[CH3:23]>N1C=CC=CC=1>[C:1]([C@:3]1([CH2:17][O:18][C:19](=[O:21])[CH3:20])[O:7][C@@H:6]([N:8]2[CH:15]=[CH:14][C:12](=[O:13])[NH:11][C:9]2=[O:10])[CH2:5][C@@H:4]1[O:16][C:22](=[O:24])[CH3:23])#[N:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 18650242HCID 18650242, compound

Product 1

HCID 86746615HCID 86746615, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 2'-deoxy-4'-cyano-5'-O-acetyl uridine (24 mg, 0.08 mM) and acetic anhydride (20μl) in pyridine (0.2 ml) was stirred at room temperature for 5 h. The solvent was removed by evaporation and the residue was chromatographed on silica gel eluting with 5% CH3OH/CH2Cl2 to give 2'-deoxy-4'-cyano-3'O,5'O-diacetyl uridine (23 mg, 0.07 mM). Accurate Mass Calcd. for C14H15N3O7 : 337.0910. Found: 337.0911

Workup

  1. customThe solvent was removed by evaporation
  2. customthe residue was chromatographed on silica gel eluting with 5% CH3OH/CH2Cl2

Sources & evidence

ORD record
ord-e78892f7789d44199899bda75c08468b
Source dataset
uspto-grants-1993_03
Patent number
US05192749

Reaction notes

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