Methanol → HCID 11206518, compound

HRID 2306119Notes

Reaction equation

HRID 2306119 reaction equation
[N-:1]=[N+:2]=[N-:3].O[CH2:5][C:6]1(O[CH2:14][C@@H:12](O)[C@@H:10](O)[C@H:8]1O)O.[CH3:16][OH:17]>[Pd]>[CH3:16][O:17][C:5]1[CH:14]=[CH:12][C:10]([CH2:5][CH2:6][CH:8]([N:1]=[N+:2]=[N-:3])[CH3:10])=[CH:8][CH:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 33558AzideHCID 441036D-Psicose

Product 1

HCID 11206518HCID 11206518, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The azide (5) (300 mg) was dissolved in methanol (20 ml) and to it was added palladium charcoal (30 mg) and stirred under hydrogen for 6 hrs at 55 Psi; catalyst was then filtered off, the filtrate was concentrated to give a residue which crystallized from acetone-hexane mixture as needles to give compound having formula (1) (208 mg).

Workup

  1. filtrationcatalyst was then filtered off
  2. concentrationthe filtrate was concentrated
  3. customto give a residue which
  4. customcrystallized from acetone-hexane mixture as needles
  5. customto give compound

Sources & evidence

ORD record
ord-c7a5d2bd0a84499fb76508681ceb2728
Source dataset
uspto-grants-2002_08
Patent number
US06441205B1

Reaction notes

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