HCID 18173088, compound → HCID 18173048, compound

HRID 395873Notes

Reaction equation

HRID 395873 reaction equation
C([O:8][CH2:9][C:10]1([C:34]([OH:36])=[O:35])[CH:15]2[CH2:16][CH:12]3[CH:13]([CH:14]2[C:17]2[NH:25][C:24]4[C:23](=[O:26])[N:22]([CH2:27][CH2:28][CH3:29])[C:21](=[O:30])[N:20]([CH2:31][CH2:32][CH3:33])[C:19]=4[N:18]=2)[CH:11]13)C1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[O:30]=[C:21]1[N:20]([CH2:31][CH2:32][CH3:33])[C:19]2[N:18]=[C:17]([CH:14]3[CH:13]4[CH:11]5[CH:12]4[CH2:16][CH:15]3[C:10]5([CH2:9][OH:8])[C:34]([OH:36])=[O:35])[NH:25][C:24]=2[C:23](=[O:26])[N:22]1[CH2:27][CH2:28][CH3:29]

Participants

4

Reactant 1

HCID 18173088HCID 18173088, compound

Product 1

HCID 18173048HCID 18173048, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-Benzyloxymethyl-5-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-tricyclo[2.2.1.02,6]heptane-3-carboxylic acid (50 mg) was hydrogenated in ethyl acetate using Pd/C 5% under 1 atm of H2 overnight. The catalyst was filtered through silica eluting with 10% MeOH:CHCl3. Yield 31 mg. Mass (ES+ 403).

Workup

  1. customunder 1 atm of H2 overnight
  2. filtrationThe catalyst was filtered through silica eluting with 10% MeOH

Sources & evidence

ORD record
ord-8cf4250484ea4bb3a1cdbdcd13e74685
Source dataset
uspto-grants-2003_08
Patent number
US06605600B1

Reaction notes

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