Neotame

Base Information

• Chemical Name: Neotame
• CAS No.: 165450-17-9
• Molecular Formula: C20H30N2O5
• Molecular Weight: 378.469
• Hs Code.: 29242990
• UNII: VJ597D52EX
• DSSTox Substance ID: DTXSID50167950
• Nikkaji Number: J898.238D
• Wikipedia: Neotame
• Wikidata: Q415698
• NCI Thesaurus Code: C81625
• RXCUI: 1367111
• ChEMBL ID: CHEMBL3718532
• Mol file: 165450-17-9.mol

Synonyms:N-(N-(3,3-dimethylbutyl)-L-alpha-aspartyl)-L-phenylalanine 1-methyl ester;NC 00723;neotame

Chemical Property of Neotame

Chemical Property:

• Appearance/Colour: White or off white crystalline powder
• Vapor Pressure: 1.29E-13mmHg at 25°C
• Melting Point: 80.9-83.4 °C
• Refractive Index: 1.521
• Boiling Point: 565.3 °C at 760 mmHg
• PKA: pKa1 3.01; pKa2 8.02(at 25℃)
• Flash Point: 295.7 °C
• PSA: 104.73000
• Density: 1.133 g/cm³
• LogP: 2.53780
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Sparingly), Ethanol (Sparingly), Ethyl Acetate (Sparingly), Methanol
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 378.21547206
• Heavy Atom Count: 27
• Complexity: 495

Purity/Quality:

99% ^*data from raw suppliers

Neotame ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)CCNC(CC(=O)O)C(=O)NC(CC1=CC=CC=C1)C(=O)OC
• Isomeric SMILES: CC(C)(C)CCN[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)OC
• Uses: An alkylated dipeptide reported to be 6000 to 10000 times sweeter than sucrose; structurally related to Aspartame. A non-nutritive sweetener. A labelled alkylated dipeptide reported to be 6000 to 10000 times sweeter than sucrose; structurally related to Aspartame. A non-nutritive sweetener. Neotame is a high intensity sweetener and flavor enhancer for use in foods, except in meat and poultry. it is 7,000–13,000 times sweeter than sugar and has a clean, sweet taste. it is a derivative of the dipep- tide composed of amino acids, aspartic acid, and phenylalanine. it can be blended with nutritive sweeteners such as sucrose and high fructose corn syrup as well as with high intensity sweeteners such as aspartame and sucralose. uses include beverages, baked goods, desserts, cereals. it functions as a flavor enhancer in certain applica- tions and flavor systems, such as mint-flavored chewing gum.

Technology Process of Neotame

There total 3 articles about Neotame which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

3,3-dimethylbutyrylaldehyde (2987-16-8) + L-Asp-L-Phe-OMe (22839-47-0,7421-84-3) → neotame (165450-17-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; water; at 20 ℃; for 6h;

Reference yield:

C6H13O4S(1-)*Na(1+) + α-L-aspartyl-D-phenylalanine methyl ester (22839-65-2,7421-84-3) → neotame (165450-17-9)

Guidance literature:

With 5%-palladium/activated carbon; sodium hydrogencarbonate; In methanol; at 30 - 40 ℃; for 6h; under 4500.45 Torr; Time; Pressure;

Reference yield:

→ neotame (165450-17-9)

Guidance literature:

upstream raw materials:

3,3-dimethylbutyrylaldehyde

L-Asp-L-Phe-OMe

α-L-aspartyl-D-phenylalanine methyl ester

Refernces

• 1、 Wink, Donald J.,Schroeder, Stephen A.,Prakash, Indra,Lam, Kin-Chung,Rheingold, Arnold L.. "Neotame, an alkylated dipeptide and high intensity sweetener". . p. 1365 - 1368. Retrieved 1999.
• 2、 -. "Crystallization processes for the formation of stable crystals of aspartame derivative". Page/Page column 5-6. . Retrieved 2008/06/13.