HCID 136107937, compound → HCID 136108874, compound

HRID 361873Notes

Reaction equation

HRID 361873 reaction equation
C([O:8][N:9]1[CH:12]([CH2:13][O:14]CC2C=CC=CC=2)[CH:11]([N:22]2[CH:30]=[N:29][C:28]3[C:27](=[O:31])[NH:26][C:25]([NH:32][C:33](=[O:40])[C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)=[N:24][C:23]2=3)[C:10]1=[O:41])C1C=CC=CC=1.[H][H]>[Ni].CO>[OH:8][N:9]1[CH:12]([CH2:13][OH:14])[CH:11]([N:22]2[CH:30]=[N:29][C:28]3[C:27](=[O:31])[NH:26][C:25]([NH:32][C:33](=[O:40])[C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)=[N:24][C:23]2=3)[C:10]1=[O:41]

Participants

5

Reactant 2

HCID 136107937HCID 136107937, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 136108874HCID 136108874, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1-N-Benzyloxy-3-(N-benzoylguanin-9-yl)-4-benzyloxymethyl-2-azetidinone (10 mmole) and methanol (50 ml) is hydrogenated using Raney nickel (5 g) and hydrogen at a pressure of 40 psi for 6 hours. The reaction mixture is filtered, the catalyst washed with methanol (20 ml) and the combined methanol fractions are concentrated to give the title compound as a solid.

Workup

  1. customfor 6 hours
  2. filtrationThe reaction mixture is filtered
  3. washthe catalyst washed with methanol (20 ml)
  4. concentrationthe combined methanol fractions are concentrated

Sources & evidence

ORD record
ord-dd0f4948297c419f87a5b463e90b1057
Source dataset
uspto-grants-1999_02
Patent number
US05866691

Reaction notes

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