benzyl 2(R)-(4-methoxybenzyl)-3-(morpholinocarbonyl)propionate → 2(R)-(4-Methoxybenzyl)-3-(morpholinocarbonyl)propionic acid

HRID 2380123Notes

Reaction equation

HRID 2380123 reaction equation
[CH3:1][O:2][C:3]1[CH:29]=[CH:28][C:6]([CH2:7][C@H:8]([CH2:19][C:20]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[O:21])[C:9]([O:11]CC2C=CC=CC=2)=[O:10])=[CH:5][CH:4]=1>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][C@H:8]([CH2:19][C:20]([N:22]2[CH2:23][CH2:24][O:25][CH2:26][CH2:27]2)=[O:21])[C:9]([OH:11])=[O:10])=[CH:28][CH:29]=1

Participants

4

Reactant 1

HCID 18656646benzyl 2(R)-(4-methoxybenzyl)-3-(morpholinocarbonyl)propionate

Product 1

HCID 144294732(R)-(4-Methoxybenzyl)-3-(morpholinocarbonyl)propionic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1.62 g (4.08 mmoles) of benzyl 2(R)-(4-methoxybenzyl)-3-(morpholinocarbonyl)propionate (prepared as described in Preparation 14) in 50 ml of ethanol was stirred at room temperature for 4 hours in the presence of 160 mg of 10% w/w palladium-on-charcoal and under an atmosphere of hydrogen. At the end of this time, the catalyst was removed by filtration, and the filtrate was concentrated by evaporation under reduced pressure, to give the title compound as a colorless oily substance.

Workup

  1. customAt the end of this time, the catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-f6ea76552fe14bcb911349084f37517e
Source dataset
uspto-grants-1994_11
Patent number
US05364844

Reaction notes

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