HCID 136352426, compound → HCID 135804808, compound

HRID 1017254Notes

Reaction equation

HRID 1017254 reaction equation
C([C@:9]1([OH:43])[C@@:13](C(=O)C2C=CC=CC=2)([OH:14])[C@H:12]([CH2:23][O:24]C(=O)C2C=CC=CC=2)[O:11][C@@H:10]1[N:33]1[C:37]2[N:38]=[CH:39][NH:40][C:41](=[O:42])[C:36]=2[CH:35]=[N:34]1)(=O)C1C=CC=CC=1>CO.N>[C@H:10]1([N:33]2[C:37]3[N:38]=[CH:39][NH:40][C:41](=[O:42])[C:36]=3[CH:35]=[N:34]2)[O:11][C@@H:12]([CH2:23][OH:24])[C@H:13]([OH:14])[C@@H:9]1[OH:43]

Participants

4

Reactant 1

HCID 136352426HCID 136352426, compound

Product 1

HCID 135804808HCID 135804808, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

1-(2′,3′,5′-O-Tribenzoyl-β-L-ribofuranosyl)pyrazolo[3,4-d]pyrimidin-4(5H)-one 21 (152 mg, 0.26 mmole) was dissolved in MeOH saturated with NH3 at 0 C (75 mL). The resulting solution stood at room temperature for 24 h and concentrated. The residue was dissolved in water (30 mL), washed with EtOAc (3×15 mL). After evaporation of the water, the crystalline solid was soaked in acetonitrile (2 mL), filtered, and dried under vacuum to give 1-β-L-ribofuranosylpyrazolo[3,4-d]pyrimidin-4(5H)-one 22 as a white crystalline solid (70 mg, 99%).

Workup

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in water (30 mL)
  3. washwashed with EtOAc (3×15 mL)
  4. customAfter evaporation of the water
  5. filtrationfiltered
  6. customdried under vacuum

Sources & evidence

ORD record
ord-37dba053c4d7444bbc4c270a5067823d
Source dataset
uspto-grants-2002_11
Patent number
US06479463B1

Reaction notes

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