41567-20-8

Basic information

• Product Name: N-trifluoroacetyl-L-aspartyl-L-phenylalanine
• Synonyms: N-trifluoroacetyl-L-aspartyl-L-phenylalanine
• CAS NO: 41567-20-8
• Molecular Weight: 390.316
• Mol File: 41567-20-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-trifluoroacetyl-L-aspartyl-L-phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-trifluoroacetyl-L-aspartyl-L-phenylalanine(41567-20-8)
• EPA Substance Registry System: N-trifluoroacetyl-L-aspartyl-L-phenylalanine(41567-20-8)

Safety Data

• Hazardous Substances Data: 41567-20-8(Hazardous Substances Data)

Upstream product

• 777-33-3 N-trifluoroacetyl-L-aspartic acid anhydride 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 369-08-4 2-trifluoroacetamidobutanedioic acid 
• 22839-47-0 L-Asp-L-Phe-OMe 
• 407-25-0 trifluoroacetic anhydride 

Relevant articles and documents

On the sweetness of N-(trifluoroacetyl)aspartame.

A panel of tasters has found that the N-trifluoroacetyl derivative of aspartame is five times less sweet than the parent compound, contrary to the tenet in the literature, but consistent with sweet receptor models which require this nitrogen to exist in protonated form.

Preparation of N-protected α-L-aspartyl-L-phenylalanine methyl ester

Disclosed is an improved process for the preparation of an N-protected α-L-aspartyl-L-phenylalanine methyl ester from an N-protected L-aspartic anhydride and L-phenylalanine methyl ester, the improvement which comprises employing the L-phenylalanine methyl ester in the form of a mineral acid salt thereof and conducting the reaction either (a) in an organic solvent and in the presence of a salt of an organic carboxylic acid, or (b) in an organic solvent comprising an organic carboxylic acid and in the presence of at least one member of the group consisting of an alkali metal or an alkaline earth metal inorganic base, an ammonium alkali metal or alkaline earth metal salt of an organic carboxylic acid and ammonium carbonate. The starting N-protected aspartic anhydride, e.g., N-benzyloxycarbonyl-L-aspartic anhydride, can be produced by the reaction of N-protected aspartic acid with phosgene. When the N-protecting group sibenzyloxycarbonyl and the solvent is acetic acid, the desired product can be isolated from the reaction mixture in crystalline form in high purity by adding water thereto.