HCID 54286283, compound → HCID 12672268, compound

HRID 1977093Notes

Reaction equation

HRID 1977093 reaction equation
C(OC([NH:11][C@@H:12]1[C:18](=[O:19])[N:17]2[C@@H:13]1[S:14][C:15]([CH3:25])([CH3:24])[C@@H:16]2[C:20]([O:22][CH3:23])=[O:21])=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[S:14][C:15]([CH3:25])([CH3:24])[C@@H:16]2[C:20]([O:22][CH3:23])=[O:21]

Participants

5

Reactant 2

HCID 54286283HCID 54286283, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12672268HCID 12672268, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Methyl (2S,5R,6R)-6-benzyloxycarbonylamino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo [3,2,0] heptane-2-carboxylate (364 mg, 1 mmol) was hydrogenated with about 1.5 g of 10% palladium on activated carbon in 25 ml of ethyl acetate at 50 psi hydrogen pressure at room temperature for 10 hrs. After removal of catalyst by filtration, deprotected methyl (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo [3,2,0] heptane-2-carboxylate in ethyl acetate was obtained.

Workup

  1. customAfter removal of catalyst
  2. filtrationby filtration

Sources & evidence

ORD record
ord-1ea67b44e54047518dd36832dcc51712
Source dataset
uspto-grants-2001_05
Patent number
US06232305B1

Reaction notes

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