N-Methyl-L-alanine

Base Information

• Chemical Name: N-Methyl-L-alanine
• CAS No.: 600-21-5
• Molecular Formula: C4H9NO2
• Molecular Weight: 103.121
• Hs Code.: 2922499990
• European Community (EC) Number: 695-817-8
• UNII: H5152L2RBJ
• DSSTox Substance ID: DTXSID30959936
• Nikkaji Number: J130.628F
• Wikidata: Q27102436
• Metabolomics Workbench ID: 49945
• ChEMBL ID: CHEMBL1234201
• Mol file: 600-21-5.mol

Synonyms:N-methylalanine;N-methylalanine hydrobromide, (L-Ala)-isomer;N-methylalanine hydrochloride, (DL-Ala)-isomer;N-methylalanine, (beta-Ala)-isomer;N-methylalanine, (L-Ala)-isomer

Chemical Property of N-Methyl-L-alanine

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.244mmHg at 25°C
• Melting Point: 317 °C
• Refractive Index: 1.435
• Boiling Point: 190.1 °C at 760 mmHg
• PKA: pK1:2.22(＋1);pK2:10.19(0) (25°C)
• Flash Point: 68.8 °C
• PSA: 49.33000
• Density: 1.048 g/cm³
• LogP: 0.87180
• Storage Temp.: Store at RT.
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

99% ^*data from raw suppliers

N-Methyl-DL-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)NC
• Isomeric SMILES: C[C@@H](C(=O)O)NC
• Uses: N-Methyl-DL-alanine is one of the potential sensitive and specific biomarkers for migraine.

Technology Process of N-Methyl-L-alanine

There total 19 articles about N-Methyl-L-alanine 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: 90.0%

2-Bromopropionic acid (598-72-1,10327-08-9) + methylamine (74-89-5) → N-methylalanine (600-21-5)

Guidance literature:

In ethanol; at 0 - 20 ℃; for 48h;

DOI:10.1002/anie.201501275

Reference yield: 70.0%

(rac)-N-benzyl-N-methylalanine (101692-94-8) → N-methylalanine (600-21-5)

Guidance literature:

With 10% Pd/C; hydrogen; In acetic acid;

DOI:10.1002/ejoc.200701101

Reference yield:

methylamine (74-89-5) → sarcosine (107-97-1,25951-24-0) + N-methylalanine (600-21-5) + aspartic Acid (617-45-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3)

Guidance literature:

With ammonia; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1021/ja00341a031

upstream raw materials:

1,5-dimethyl-4-nitro-1H-imidazole

1,4-dimethyl-5-nitro-1H-imidazole

methylaminopropionitrile

2-Bromopropionic acid

Downstream raw materials:

ethyl-α-methylaminopropionate

2-(methylamino)propan-1-ol

N-methyl-N-benzoyl-alanine

acetaldol

Refernces

• 1、 Etxabe, Julen,Izquierdo, Joseba,Landa, Aitor,Oiarbide, Mikel,Palomo, Claudio. "Catalytic enantioselective synthesis of N,Cα,Cα-trisubstituted α-amino acid derivatives using 1H-imidazol-4(5H)-ones as key templates". supporting information. p. 6883 - 6886. Retrieved 2015/06/08.
• 2、 -. "Preparation of N-Z-protected N-methylated amino acids". . . Retrieved 2008/06/13.