HCID 15858811, compound → HCID 21309376, compound

HRID 1075637Notes

Reaction equation

HRID 1075637 reaction equation
C(OC([NH:11][C@@H:12]1[C:18](=[O:19])[N:17]2[C@@H:13]1[O:14][CH2:15][CH2:16]2)=O)C1C=CC=CC=1.[H][H]>[Pd].C(OCC)(=O)C>[NH2:11][C@@H:12]1[C:18](=[O:19])[N:17]2[C@@H:13]1[O:14][CH2:15][CH2:16]2

Participants

5

Reactant 2

HCID 15858811HCID 15858811, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21309376HCID 21309376, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

(5R,6S)-6-benzyloxycarbonylamino-4-oxa-1-azabicyclo[3,2,0]heptan-7-one (950 mg, 3.624 mmole) was hydrogenated with 3 g of 10% palladium on activated carbon in ethyl acetate (80 ml) at 50 psi hydrogen pressure at room temperature for 6 hrs. after removal of catalyst by filtration, deprotected (5R,6S)-6-amino-4-oxa-1-azabicyclo[3,2,0]heptan-7-one in ethyl acetate was obtained.

Workup

  1. customafter removal of catalyst
  2. filtrationby filtration

Sources & evidence

ORD record
ord-0d6a757672814a92819b2ee952758d81
Source dataset
uspto-grants-1999_05
Patent number
US05905076

Reaction notes

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