HCID 9858173, compound → HCID 9879038, compound

HRID 858967Notes

Reaction equation

HRID 858967 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:14][CH2:15][CH2:16][C:17]([CH3:22])([N+:19]([O-])=O)[CH3:18])[C:10]([O:12][CH3:13])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[C].[Pd]>[CH3:13][O:12][C:10](=[O:11])[C@H:9]([CH2:14][CH2:15][CH2:16][C:17]([CH3:22])([CH3:18])[NH2:19])[NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7]

Participants

5

Reactant 2

HCID 9858173HCID 9858173, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 9879038HCID 9879038, compoundYield 80.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Methyl (S)-2-t-butoxycarbonylamino-6-methyl-6-nitroheptanoate (300 mg, 0.94 mmol) was dissolved in methanol (10 ml) and 5% palladium-carbon (0.15 g, 50% wet) was added. The mixture was stirred at a hydrogen pressure of 20 atm and 80° C. for 24 h. Palladium-carbon was removed by filtration and methanol was evaporated by concentration under reduced pressure to give the objective compound (219 mg, yield 80.8%).

Workup

  1. customPalladium-carbon was removed by filtration and methanol
  2. customwas evaporated by concentration under reduced pressure

Sources & evidence

ORD record
ord-4658a9f4b7574731a8ae662f56afea10
Source dataset
uspto-grants-2006_12
Patent number
US07148371B2

Reaction notes

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