HCID 20773484, compound → HCID 54007388, compound

HRID 1814985Notes

Reaction equation

HRID 1814985 reaction equation
[C:1]([O:4][C@H:5]([CH3:31])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:19](=[O:20])[C:18]2[NH:17][C:16]([CH2:21][O:22]CC3C=CC=CC=3)=[N:15][C:14]=2[N:13]([CH3:30])[C:11]1=[O:12])(=[O:3])[CH3:2].[H][H]>C(O)(=O)C.[Pd]>[C:1]([O:4][C@H:5]([CH3:31])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:19](=[O:20])[C:18]2[NH:17][C:16]([CH2:21][OH:22])=[N:15][C:14]=2[N:13]([CH3:30])[C:11]1=[O:12])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 20773484HCID 20773484, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54007388HCID 54007388, compoundYield 88.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of (R)-1-(5-acetoxyhexyl)-8-benzoxymethyl-3-methylxanthine (4.0 g, 9.33 mmol) in acetic acid (40 ml) was added 10% palladium on carbon (0.52 g). The mixture was treated with hydrogen gas (50 psi) on a Parr shaker for 18 hours. After removing catalyst by filtration, evaporation of the solvent under reduced pressure provided (R)-1-(5-acetoxyhexyl)-8-hydroxymethyl-3-methylxanthine (2.8 g, 88% yield) as a white solid.

Workup

  1. customAfter removing catalyst
  2. filtrationby filtration, evaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-a74cec66c86c4cc4bf0034f66262f5c9
Source dataset
uspto-grants-2005_04
Patent number
US06878715B1

Reaction notes

Loading…