HCID 178471542, compound → HCID 178471543, compound

HRID 967155Notes

Reaction equation

HRID 967155 reaction equation
[CH2:1]([O:3][C:4](=[O:24])/[CH:5]=[CH:6]/[C@H:7]1[CH2:12][CH2:11][C@H:10]([CH2:13][CH2:14][N:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH3:16])[CH2:9][CH2:8]1)[CH3:2]>CO.[Pd]>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([CH2:13][CH2:14][N:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH3:16])[CH2:9][CH2:8]1)[CH3:2]

Participants

4

Reactant 1

HCID 178471542HCID 178471542, compound

Product 1

HCID 178471543HCID 178471543, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 3.8 g (11.2 mmol) trans-3-{4-[2-(tert-butoxycarbonyl-methyl-amino)-ethyl]-cyclohexyl}-(E)-acrylic acid ethyl ester and 400 mg of palladium (10% on carbon) in 40 ml of methanol was stirred for 20 hours at room temperature under a hydrogen atmosphere. The catalyst was removed by filtration and the solvent evaporated under reduced pressure to give 3.67 g of crude trans-3-{4-[2-(tert-butoxycarbonyl-methyl-amino)-ethyl]-cyclohexyl}-propionic acid ethyl ester as colorless viscous oil, MS: 359 (MNH4+).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-46269761cb1f4c4187e4de5c5086e001
Source dataset
uspto-grants-2005_10
Patent number
US06953806B2

Reaction notes

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