HCID 67491212, compound → HCID 67490792, compound

HRID 1917356Notes

Reaction equation

HRID 1917356 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@:9]12[CH2:16][CH2:15][CH2:14][C@:13]1([CH3:17])[C:12](=[O:18])[N:11]([C@@H](C1C=CC=CC=1)C)[CH2:10]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)C.[C].[Pd]>[C:1]([O:5][C:6]([NH:8][C@@:9]12[CH2:16][CH2:15][CH2:14][C@:13]1([CH3:17])[C:12](=[O:18])[NH:11][CH2:10]2)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 67491212HCID 67491212, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67490792HCID 67490792, compoundYield 89.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

(1S,5S)-1-(tert-Butoxycarbonylamino)-5-methyl-4-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.3.0]octane (77 mg, 0.22 mmol) was dissolved in ethanol (6.0 mL). 10% palladium-carbon (50% wet) (69 mg) was added, and the mixture was stirred in a hydrogen atmosphere at 45° C. for 19.5 hours. After removing the catalyst by filtration, the filtrate was concentrated under reduced pressure to give 50 mg of the title compound as a pale yellow oil.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-be5880bd902d4826af30de06d88fad50
Source dataset
uspto-grants-2013_12
Patent number
US08618094B2

Reaction notes

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