Diethyl [4-(7-benzyl-3-methylxanthin-1-yl)butyl]phosphonate → Diethyl [4-(3-methylxanthin-1-yl)butyl]phosphonate

HRID 2017

Reaction equation

HRID 2017 reaction equation
C([N:8]1[C:16]2[C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][CH2:21][P:22](=[O:29])([O:26][CH2:27][CH3:28])[O:23][CH2:24][CH3:25])[C:13](=[O:30])[N:12]([CH3:31])[C:11]=2[N:10]=[CH:9]1)C1C=CC=CC=1>C(O)C.[Pd]>[CH3:31][N:12]1[C:11]2[N:10]=[CH:9][NH:8][C:16]=2[C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][CH2:21][P:22](=[O:29])([O:23][CH2:24][CH3:25])[O:26][CH2:27][CH3:28])[C:13]1=[O:30]

Participants

4

Reactant 1

HCID 22446297Diethyl [4-(7-benzyl-3-methylxanthin-1-yl)butyl]phosphonate

Product 1

HCID 22446315Diethyl [4-(3-methylxanthin-1-yl)butyl]phosphonate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

15.7 g (0.035 mol) of diethyl [4-(7-benzyl-3-methylxanthin-1-yl)butyl]-phosphonate were hydrogenated in 150 ml of ethanol over 1 g of palladium (10%) on active carbon at room temperature in the course of 8 hours. The catalyst was filtered off, the filtrate was concentrated under reduced pressure and the residue was crystallized from diisopropyl ether.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customthe residue was crystallized from diisopropyl ether

Sources & evidence

ORD record
ord-ecb037eb61a74599a6353b1d72d5a468
Source dataset
uspto-grants-1998_03
Patent number
US05728686

Linked notes

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