HCID 13124491, compound → HCID 15428308, compound

HRID 1416889Notes

Reaction equation

HRID 1416889 reaction equation
C(OC([NH:11][C@H:12]1[C@H:15]([O:16][C:17](=[O:19])[CH3:18])[NH:14][C:13]1=[O:20])=O)C1C=CC=CC=1.[H][H]>[Pd].C(OCC)(=O)C>[NH2:11][C@H:12]1[C@H:15]([O:16][C:17](=[O:19])[CH3:18])[NH:14][C:13]1=[O:20]

Participants

5

Reactant 2

HCID 13124491HCID 13124491, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15428308HCID 15428308, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

(3S,4S)-3-benzyloxycarbonylamino-4-acetoxy-azetidin-2-one (912 mg, 3.28 mmol) is hydrogenated with 1 g of 10% palladium on activated carbon in 35 ml of ethyl acetate at 50 psi hydrogen pressure at room temperature for 1.5 hours. After removal of catalyst by filtration, desubstitution (3S,4S)-3-amino-4-acetoxy-azetidin-2-one in ethyl acetate is obtained.

Workup

  1. customAfter removal of catalyst
  2. filtrationby filtration

Sources & evidence

ORD record
ord-144ca5e04faf420684ba8fb9b6516e8b
Source dataset
uspto-grants-1999_06
Patent number
US05916887

Reaction notes

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