Acetic Anhydride → HCID 15871729, compound

HRID 582482Notes

Reaction equation

HRID 582482 reaction equation
[N:1]([CH2:4][C@H:5]1[O:11][C@@H:10]2[N:7]([C:8](=[O:12])[CH2:9]2)[CH2:6]1)=[N+]=[N-].[C:13](OC(=O)C)(=[O:15])[CH3:14]>C(OCC)(=O)C>[C:13]([NH:1][CH2:4][C@@H:5]1[O:11][C@@H:10]2[N:7]([C:8](=[O:12])[CH2:9]2)[CH2:6]1)(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 57013107HCID 57013107, compound

Product 1

HCID 15871729HCID 15871729, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(3S,5S)-3-azidomethyl-4-oxa-1-azabicyclo [3,2,0] heptan-7-one (710 mg, 4.23 mmole) was hydrogenated in the presence of acetic anhydride (431 mg, 4.23 mmole) in ethyl acetate (20 ml) at 50 psi for 1 hr. After removal of solvent, the residue was purified by silica gel column chromatography using ethyl acetate-acetone (5:1) as eluent and the title compound was obtained as solid.

Workup

  1. customAfter removal of solvent
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-570b49dcd3324618a40a6efa5aa4155b
Source dataset
uspto-grants-1999_07
Patent number
US05925633

Reaction notes

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