3,3-Dimethoxy-4-benzyloxycarbonylamino-tetrahydrofuran → 3,3-Dimethoxy4-amino-tetrahydrofuran

HRID 413231Notes

Reaction equation

HRID 413231 reaction equation
[CH3:1][O:2][C:3]1([O:19][CH3:20])[CH:7]([NH:8]C(OCC2C=CC=CC=2)=O)[CH2:6][O:5][CH2:4]1>[Pd].C(O)C>[CH3:1][O:2][C:3]1([O:19][CH3:20])[CH:7]([NH2:8])[CH2:6][O:5][CH2:4]1

Participants

4

Reactant 1

HCID 185234863,3-Dimethoxy-4-benzyloxycarbonylamino-tetrahydrofuran

Product 1

HCID 185234873,3-Dimethoxy4-amino-tetrahydrofuran

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3,3-Dimethoxy4-benzyloxycarbonylamino-tetrahydrofuran (16 g, 57 mmol) and 10% palladium on charcoal (2 g) in ethanol (200 ml) was stirred under an atmosphere of hydrogen (50 psi) for 12 h. The mixture was filtered and concentrated to afford the title compound as a yellow oil, 8 g, 100%.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-ddca4aa2d4c2416d9a5c942fdeeb5746
Source dataset
uspto-grants-2003_05
Patent number
US06566373B2

Reaction notes

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