HCID 54171870, compound → HCID 57077374, compound

HRID 481296Notes

Reaction equation

HRID 481296 reaction equation
[C:1]([N:4]1[CH:9]=[C:8]([CH:10]=[CH2:11])[CH2:7][CH2:6][C@H:5]1[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])(=[O:3])[CH3:2].[H][H]>C(O)C.[Pd]>[C:1]([N:4]1[CH2:9][C@@H:8]([CH2:10][CH3:11])[CH2:7][CH2:6][C@H:5]1[C:12]([O:14][C:15]([CH3:16])([CH3:18])[CH3:17])=[O:13])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 54171870HCID 54171870, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57077374HCID 57077374, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4.08 g (16.3 mmol) of the t-butyl (S)-N-acetyl-5-vinyl-1,2,3,4-tetrahydropyridine-2-carboxylate obtained in Synthesis Example 16 was dissolved in 150 mL of ethanol, followed by the addition of 4.0 g of 10% Pd/C. It was treated in a hydrogen atmosphere of 3 kg/cm2 by the use of medium pressure catalytic reaction equipment to conduct hydrogenation. The catalyst was removed by filtration and the filtrate was concentrated to give 140 mg of the title compound. Yield 100%.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ba4b0632ab004dee9946d348efd69509
Source dataset
uspto-grants-1998_08
Patent number
US05789403

Reaction notes

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