Water → (2R)-2-Amino-3-(3,4-diethylphenyl)propanoic acid

HRID 644296Notes

Reaction equation

HRID 644296 reaction equation
[NH2:1][C@H:2]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH3:25])=[C:20]([CH2:26][CH3:27])[CH:19]=1)[C:3](N([C@@H](C)[C@@H](O)C1C=CC=CC=1)C)=[O:4].[OH2:28]>O1CCOCC1>[NH2:1][C@H:2]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH3:25])=[C:20]([CH2:26][CH3:27])[CH:19]=1)[C:3]([OH:4])=[O:28]

Participants

4

Reactant 2

HCID 962WaterHCID 68578986(R)-2-amino-3-(3,4-diethyl-phenyl)-N-((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-propionamide

Product 1

HCID 45095428(2R)-2-Amino-3-(3,4-diethylphenyl)propanoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 7.8 g (21.2 mmol) of (R)-2-amino-3-(3,4-diethyl-phenyl)-N-((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-propionamide, 50 mL of water and 50 mL of 1,4-dioxane was refluxed for 7 days. The reaction mixture was evaporated down under reduced pressure, the residue remaining was stirred with EtOH and suction filtered. The desired product was obtained in the form of a white solid.

Workup

  1. temperaturewas refluxed for 7 days
  2. customThe reaction mixture was evaporated down under reduced pressure
  3. filtrationfiltered

Sources & evidence

ORD record
ord-969d756423064753ac4a4b70b4e505c7
Source dataset
uspto-grants-2010_04
Patent number
US07700589B2

Reaction notes

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