HCID 135476520, compound → HCID 178508231, compound

HRID 366967Notes

Reaction equation

HRID 366967 reaction equation
C([O:8][C:9]1[N:10]([C:19]2[N:20]=[C:21]([NH2:27])[NH:22][C:23](=[O:26])[C:24]=2[N:25]=1)[C@@H:11]1[O:18][C@H:15]([CH2:16][OH:17])[C@@H:13]([OH:14])[CH2:12]1)C1C=CC=CC=1>CO.O.[Pd]>[OH:8][C:9]1[N:10]([C:19]2[N:20]=[C:21]([NH2:27])[NH:22][C:23](=[O:26])[C:24]=2[N:25]=1)[C@@H:11]1[O:18][C@H:15]([CH2:16][OH:17])[C@@H:13]([OH:14])[CH2:12]1

Participants

5

Reactant 1

HCID 135476520HCID 135476520, compound

Product 1

HCID 178508231HCID 178508231, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The final stage of the synthesis is accomplished according to the published procedure of Lin et al. (J. Med. Chem. 28:1194-1198, 1985). A solution of 8-(benzyloxy)-2'-deoxyguanosine (0.20 g, 0.54 mmol) in a mixture of methanol (8 mL) and water (8 mL) is hydrogenated over 10% palladium on carbon (0.3 g) at 50 psi and room temperature for 18 hours. The catalyst is removed from filtration and the solvent evaporated to dryness to yield 8-hydroxydeoxyguanosine.

Workup

  1. customThe catalyst is removed from filtration
  2. customthe solvent evaporated to dryness

Sources & evidence

ORD record
ord-8125ef3b14314c82af29b454d6409614
Source dataset
uspto-grants-2000_10
Patent number
US06132776

Reaction notes

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