HCID 18705565, compound → HCID 18705557, compound

HRID 742542Notes

Reaction equation

HRID 742542 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:23]2=[N:24][CH:25]=[N:26][C:27]=3[NH:31][C:32](=[O:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:10]1=[O:40])C1C=CC=CC=1.[H][H]>CO.[Ni]>[OH:8][N:9]1[CH:12]([CH2:13][OH:14])[CH:11]([N:22]2[CH:30]=[N:29][C:28]3[C:23]2=[N:24][CH:25]=[N:26][C:27]=3[NH:31][C:32](=[O:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:10]1=[O:40]

Participants

5

Reactant 2

HCID 18705565HCID 18705565, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18705557HCID 18705557, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1-N-Benzyloxy-3-(N-benzoyladenin-9-yl)-4-benzyloxymethyl-2-azetidinone (10 mmole) is taken up in methanol (50 ml) and 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-0b81c2e710734213b30233ebd883d378
Source dataset
uspto-grants-1996_09
Patent number
US05554746

Reaction notes

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