HCID 118415268, compound → HCID 118415250, compound

HRID 1775780Notes

Reaction equation

HRID 1775780 reaction equation
[C:1]([O:5][C:6](=[O:26])[CH2:7][C@@H:8]([O:24][CH3:25])[C@@H:9]([N:15](CC1C=CC=CC=1)[CH3:16])[CH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:26])[CH2:7][C@@H:8]([O:24][CH3:25])[C@H:9]([CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14]1)[NH:15][CH3:16])([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 1

HCID 118415268HCID 118415268, compound

Product 1

HCID 118415250HCID 118415250, compoundYield 33.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(3R,4S)-tert-butyl4-(benzyl(methyl)amino)-4-cyclopentyl-3-methoxybutanoate (8) (3.0 g, 8.3 mmol) in ethanol (30 mL) was hydrogenated with Pd/C (1.3 g) for overnight. After the removal of residual Pd/C by filtration, the filtrate was concentrated to afford the desired product 9 (760 mg, 33.6.0%). LC-MS: m/z 272.1[M+H+]+.

Workup

  1. customAfter the removal of residual Pd/C
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-0f9780bd55a34a00b8e621b0b33d3092
Source dataset
uspto-grants-2016_02
Patent number
US09260478B2

Reaction notes

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