Acetic acid 3-benzyloxycarbonylamino-4-oxo-azetidin-2-yl ester → Acetic acid 3-amino-4-oxo-azetidin-2-yl ester

HRID 460417Notes

Reaction equation

HRID 460417 reaction equation
C(OC([NH:11][CH:12]1[C:15](=[O:16])[NH:14][CH:13]1[O:17][C:18](=[O:20])[CH3:19])=O)C1C=CC=CC=1>[Pd].C(OCC)(=O)C>[NH2:11][CH:12]1[C:15](=[O:16])[NH:14][CH:13]1[O:17][C:18](=[O:20])[CH3:19]

Participants

4

Reactant 1

HCID 13124490Acetic acid 3-benzyloxycarbonylamino-4-oxo-azetidin-2-yl ester

Product 1

HCID 19350682Acetic acid 3-amino-4-oxo-azetidin-2-yl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Acetic acid 3-benzyloxycarbonylamino-4-oxo-azetidin-2-yl ester (100 mg, 0.36 mmol) was hydrogenated on a Parr shaker over 10% palladium on carbon (100 mg) in ethyl acetate (20 ml) at 50 psi for 5 h. The mixture was filtered through Celite and evaporated. Acetic acid 3-amino-4-oxo-azetidin-2-yl ester was obtained in quantitative yield.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. customevaporated

Sources & evidence

ORD record
ord-3cfe61c790c5448d851567369623ad4d
Source dataset
uspto-grants-2007_03
Patent number
US07196099B2

Reaction notes

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