Ethyl Acetate → D-Homophenylalanine

HRID 741535Notes

Reaction equation

HRID 741535 reaction equation
C(OCC)(=O)C.[CH:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][C@H:15]([NH2:19])[C:16]([OH:18])=[O:17])=[CH:9][CH:8]=1>O>[NH2:19][C@@H:15]([C:16]([OH:18])=[O:17])[CH2:14][CH2:13][C:10]1[CH:9]=[CH:8][CH:7]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 2724505(S)-2-amino-4-phenylbutanoic acid

Product 1

HCID 6950302D-Homophenylalanine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

After the completion of the reaction, an extractant such as ethyl acetate is added to the reaction mixture which separates the reaction mixture into an upper layer and a lower layer. The upper layer contains D-HPAE in the organic solvent and the lower layer contains L-HPA in water. After separating the lower layer from the upper layer, the extractant, i.e., ethyl acetate, can be vaporized to obtain D-HPAE, which can be chemically hydrolyzed to obtain D-homophenylalanine.

Workup

  1. customAfter the completion of the reaction
  2. customAfter separating the lower layer from the upper layer
  3. customto obtain D-HPAE, which

Sources & evidence

ORD record
ord-124348c9e3c74a01bcdfa140f15247e0
Source dataset
uspto-grants-1996_09
Patent number
US05552317

Reaction notes

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