N-Methyl-L-aspartic acid

Base Information

• Chemical Name: N-Methyl-L-aspartic acid
• CAS No.: 4226-18-0
• Molecular Formula: C5H9NO4
• Molecular Weight: 147.131
• Hs Code.: 29224985
• UNII: 06M97TDT18
• DSSTox Substance ID: DTXSID901032158
• Nikkaji Number: J275.285I
• Wikidata: Q27236210
• Metabolomics Workbench ID: 68013
• Mol file: 4226-18-0.mol

Synonyms:N-Methyl-L-aspartic acid;4226-18-0;(S)-2-(Methylamino)succinic acid;N-methylaspartic acid;(2S)-2-(methylamino)butanedioic acid;Aspartic acid, N-methyl-;L-Aspartic acid, N-methyl-;methyl-l-aspartic acid;Methyl aspartic acid;L-Aspartic acid, N-methyl- (9CI);bmse000741;06M97TDT18;N-Methyl aspartic acid;L-Aspartic acid,N-methyl-;UNII-06M97TDT18;NSC-16206;N-methyl-l-asp;methylaspartic acid;n-methyl-l-aspartate;NSC 16206;H-MeAsp-OH.nH2O;N-methyl-L-aspartic-acid;SCHEMBL163692;METHYL ASPARTIC ACID, L-;CHEBI:194970;HOKKHZGPKSLGJE-VKHMYHEASA-N;DTXSID901032158;AM9319;AKOS006238123;ASPARTIC ACID, N-METHYL-, L-;AC-24118;DS-13967;CS-0138009;C75133;A825829;Q27236210

Chemical Property of N-Methyl-L-aspartic acid

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.0042mmHg at 25°C
• Melting Point: 185 °C
• Refractive Index: 1.4210 (estimate)
• Boiling Point: 258.2 °C at 760 mmHg
• PKA: 2.21±0.23(Predicted)
• Flash Point: 110 °C
• PSA: 86.63000
• Density: 1.343 g/cm³
• LogP: -0.47540
• Storage Temp.: Store at RT.
• XLogP3: -3.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 147.05315777
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Methyl-L-aspartic acid hydrochloride98+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC(CC(=O)O)C(=O)O
• Isomeric SMILES: CN[C@@H](CC(=O)O)C(=O)O

Technology Process of N-Methyl-L-aspartic acid

There total 8 articles about N-Methyl-L-aspartic acid 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:

Neopeptin A (83855-20-3) → 2,3-diaminopropanoic acid (515-94-6) + L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + threo-β-hydroxy-L-glutamic acid (threo-L-BHGA) (6208-98-6) + N-Methyl-L-phenylalanine (2566-30-5) + N-methyl-L-aspartic acid (4226-18-0) + (2S,3R)-2-amino-3-methylpentanedioic acid (33511-69-2,274255-87-7)

Guidance literature:

With hydrogenchloride; hydrogen; platinum(IV) oxide; Product distribution; 1.) 4 atm; 2.) 110 deg C;

DOI:10.1080/00021369.1986.10867376

Reference yield:

grassypeptolide A (1010433-25-6) → (R)-2-aminobutyric acid (2623-91-8) + D-allo-threonine (24830-94-2,134357-96-3,7013-32-3,82822-12-6) + N-methyl-L-valine (2480-23-1) + N-methyl-D-aspartate (6384-92-5) + L-Cysteic acid (498-40-8,3024-83-7) + D-Cysteic acid (35554-98-4,3024-83-7) + N-methyl-L-aspartic acid (4226-18-0) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7)

Guidance literature:

grassypeptolide A; With ozone; at 20 ℃; for 0.5h;

oxidative conditions;

DOI:10.1021/jo1013564

Reference yield:

grassypeptolide C (1256936-18-1) → (R)-2-aminobutyric acid (2623-91-8) + D-allo-threonine (24830-94-2,134357-96-3,7013-32-3,82822-12-6) + N-methyl-L-valine (2480-23-1) + N-methyl-D-aspartate (6384-92-5) + L-Cysteic acid (498-40-8,3024-83-7) + D-Cysteic acid (35554-98-4,3024-83-7) + N-methyl-L-aspartic acid (4226-18-0) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7)

Guidance literature:

grassypeptolide C; With ozone; at 20 ℃; for 0.5h;

oxidative conditions;

DOI:10.1021/jo1013564

upstream raw materials:

Neopeptin A

Neopeptin B

Neopeptin C

C₃₅H₅₁N₅O₆S

Downstream raw materials:

N,N-dimethylaspartic acid

Refernces

• 1、 Matthew, Susan,Salvador, Lilibeth A.,Schupp, Peter J.,Paul, Valerie J.,Luesch, Hendrik. "Cytotoxic halogenated macrolides and modified peptides from the apratoxin-producing marine cyanobacterium Lyngbya bouillonii from Guam". experimental part. p. 1544 - 1552. Retrieved 2010/12/25.
• 2、 Ubukata,Uramoto,Uzawa,Isono. "Structure and biological activity of neopeptins A, B and C, inhibitors of fungal cell wall glycan synthesis". . p. 357 - 365. Retrieved 2007/10/02.