Methyl L-phenylalaninate hydrochloride → Aspartame

HRID 1068544Notes

Reaction equation

HRID 1068544 reaction equation
[NH2:1][C@H:2]([C:8]([O:10][K])=O)[CH2:3][C:4](=[O:7])[O:5][K].[CH3:12][O:13][C:14]([C@@H:16]([NH2:24])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15].Cl>>[NH2:1][C@H:2]([C:8]([NH:24][C@H:16]([C:14]([O:13][CH3:12])=[O:15])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:10])[CH2:3][C:4](=[O:7])[OH:5]

Participants

3

Reactant 2

HCID 75736Methyl L-phenylalaninate hydrochlorideHCID 178511830HCID 178511830, compound

Product 1

HCID 134601Aspartame

Procedure

80 μl buffer (0.5 M Hepes/Na+; pH 7) are added to 50 mg (0.2 mmol) AC-Asp(OK)-OK and 83 mg (0.4 mmol) H-Phe-OME.HCl in a closable polypropylene vessel and the components are immediately mixed intensively with a spatula. The reaction mixture is thermostatically controlled at 40° C. on a water-bath and the reaction is then started with 20 μl buffer comprising 4 mg thermolysin preparation (Sigma P 1512).

Workup

  1. additionthe components are immediately mixed intensively with a spatula
  2. customThe reaction mixture is thermostatically controlled at 40° C. on a water-bath
  3. custom4 mg thermolysin preparation (Sigma P 1512)

Sources & evidence

ORD record
ord-d49ea78df911432087d383b20307ac23
Source dataset
uspto-grants-2001_06
Patent number
US06251625B1

Reaction notes

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