Uridine → 362-43-6

HRID 1786841Notes

Reaction equation

HRID 1786841 reaction equation
[C:1]1(C)[CH:6]=CC(S(O)(=O)=O)=C[CH:2]=1.[C@@H:12]1([N:21]2[CH:28]=[CH:27][C:25](=[O:26])[NH:24][C:22]2=[O:23])[O:20][C@H:17]([CH2:18][OH:19])[C@@H:15]([OH:16])[C@H:13]1[OH:14]>CC(C)=O>[OH:19][CH2:18][CH:17]1[CH:15]2[O:16][C:1]([CH3:6])([CH3:2])[O:14][CH:13]2[CH:12]([N:21]2[CH:28]=[CH:27][C:25](=[O:26])[NH:24][C:22]2=[O:23])[O:20]1

Participants

4

Reactant 2

HCID 6029UridineHCID 6101p-Toluenesulfonic acid

Product 1

HCID 351234362-43-6Yield 84%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Para-toluene sulfonic acid (2.33 g, 12.3 mmoles, 3 eq.) was added to Uridine (1 g, 4.1 mmoles) in 180 mL of anhydrous acetone. After 4 hours at room temperature, acetone was evaporated and the residual crude product was dissolved in 200 mL of ethyl acetate. The organic phase was washed three times with 20 mL of a hydrogenocarbonate 10% solution, then dried over sodium sulfate. The solvent was removed under vacuum. 0.979 g of white powder was isolated (Yield: 83%). The characterization data were consistent with the chemical structure and formula.

Workup

  1. customacetone was evaporated
  2. dissolutionthe residual crude product was dissolved in 200 mL of ethyl acetate
  3. washThe organic phase was washed three times with 20 mL of a hydrogenocarbonate 10% solution
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-fdd2e929ff174c07be39ed838a27fc28
Source dataset
uspto-grants-2009_03
Patent number
US07507859B2

Reaction notes

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