7421-84-3

Basic information

• Product Name: ASPARTAME
• Synonyms: METHYL L-ALPHA-ASPARTYL-L-PHENYLALANINATE
• CAS NO: 7421-84-3
• Molecular Formula: C14H18N2O5
• Molecular Weight: 0
• EINECS: 245-261-3
• Mol File: 7421-84-3.mol
• Article Data: 46

Chemical Properties

• Melting Point: 248-250℃
• Boiling Point: 535.8°C at 760 mmHg
• Flash Point: 277.8°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 2.6E-12mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: ASPARTAME(CAS DataBase Reference)
• NIST Chemistry Reference: ASPARTAME(7421-84-3)
• EPA Substance Registry System: ASPARTAME(7421-84-3)

Safety Data

• Safety Statements: S24/25:
• Hazardous Substances Data: 7421-84-3(Hazardous Substances Data)

Usage

General Description

Aspartame is an artificial sweetener that is used widely in low-calorie and sugar-free food and beverage products. It is a combination of two amino acids, aspartic acid and phenylalanine, and a small amount of methanol. Aspartame is about 200 times sweeter than sugar, so only a small amount is needed to provide the same level of sweetness. It is metabolized by the body into its constituent amino acids and methanol, which are then further broken down and excreted. While aspartame has been approved for use by numerous regulatory agencies around the world, it has also been the subject of controversy and debate regarding its safety and potential health effects.

InChI:InChI=1/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-13(19)10(15)8-12(17)18/h2-6,10-11H,7-8,15H2,1H3,(H,16,19)(H,17,18)/t10-,11-/m0/s1

Upstream product

• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 77217-04-0 L-aspartic acid N-thiocarboxyanhydride 
• 104413-52-7 L,L-N-t-Boc-Asp(OBz)-PM 
• 3918-98-7 Asp-Phe-OH 
• 41567-23-1 anhydride du N-chloroacetyl-L-acide aspartique 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 5910-52-1 α-L-aspartyl-L-phenylalanine methyl ester hydrochloride 
• 125507-04-2 (S)-2-{[5-Chloro-5-cyano-2-((S)-1-phenyl-ethyl)-isoxazolidine-3-carbonyl]-amino}-3-phenyl-propionic acid methyl ester 
• 125507-04-2 (S)-2-{[5-Chloro-5-cyano-2-((R)-1-phenyl-ethyl)-isoxazolidine-3-carbonyl]-amino}-3-phenyl-propionic acid methyl ester 
• 125507-02-0 C₂₀H₂₂N₂O₄ 
• 125507-02-0 C₂₀H₂₂N₂O₄ 
• 125507-07-5 (S)-2-{[(R)-5-Oxo-2-((S)-1-phenyl-ethyl)-isoxazolidine-3-carbonyl]-amino}-3-phenyl-propionic acid methyl ester 
• 125507-07-5 (S)-2-{[(R)-5-Oxo-2-((R)-1-phenyl-ethyl)-isoxazolidine-3-carbonyl]-amino}-3-phenyl-propionic acid methyl ester 
• 104638-46-2 N-phenacetyl-D-L-aspartame 

Downstream Products

• 55102-13-1 3-benzyl-6-carboxymethyl-2,5-diketopiperazine 
• 3357-42-4 3-phenyl-1,2,4-triazole 
• 1307893-28-2 N-(N'-hex-5-ynoyl-L-α-aspartyl)-L-phenylalanine 1-methyl ester 
• 1418011-57-0 C₃₂H₅₂N₂O₆ 
• 1418011-58-1 C₃₂H₅₂N₂O₆ 
• 67-56-1 methanol 
• 142955-73-5 3-Hydroxy-N-((S)-1-methoxycarbonyl-2-phenyl-ethyl)-succinamic acid 
• 142955-73-5 3-Hydroxy-N-((S)-1-methoxycarbonyl-2-phenyl-ethyl)-succinamic acid 
• 3618-96-0 (S)-N-acetylphenylalanine 

Relevant articles and documents

Synthesis of β-lactam peptidomimetics through Ugi MCR: First application of chiral Nβ-Fmoc amino alkyl isonitriles in MCRs

Chiral Nβ-Fmoc amino alkyl isonitriles were employed in Ugi multi component reactions (Ugi 4C-3CR) to obtain functionalized β-lactam peptidomimetics with l-aspartic acid α-methyl ester/peptide ester and organic aldehydes. The reactions were carried out in MeOH. Thirteen Ugi products have been prepared in good to moderate yields with good diastereoselectivities.

Solvent-free synthesis of peptides

Chamical Equation Presentation A crush on sweetness! The coupling of a urethane-protected N-carboxyanhydride of an amino acid with another amino acid derivative under ball-milling conditions gives a protected dipeptide in very high yield (see scheme; PG: protecting group). The reaction takes place in the solid state. The synthesis was applied to the preparation of a tri peptide and the sweetener aspartame, without any organic solvent or purification.

Process for preparing peptides and N-carbamoyl-protected peptides

The invention concerns a process for the enzymatic preparation of protected di- and oligopeptides and the separation of the protective groups used. The process according to the invention enables peptides to be synthesized simply and economically and the protective group to be separated carefully. The process comprises three reaction steps: 1. Preparation of N-carbamoyl amino acid or N-carbamoyl amino acid derivatives; 2. Formation of the peptide bond between the carbamoyl-protected electrophile and nucelophile; and 3. Separation of the carbamoyl-protective group.