N,N-Dimethyl-L-Alanine

Base Information

• Chemical Name: N,N-Dimethyl-L-Alanine
• CAS No.: 19701-89-4
• Molecular Formula: C5H11NO2
• Molecular Weight: 117.148
• European Community (EC) Number: 804-935-2,843-330-8
• DSSTox Substance ID: DTXSID00182395
• Nikkaji Number: J674.685C
• Wikidata: Q76309633
• Metabolomics Workbench ID: 146772
• Mol file: 19701-89-4.mol

Synonyms:N(alpha),N(alpha)-dimethylalanine;N,N-dimethylalanine

Chemical Property of N,N-Dimethyl-L-Alanine

Chemical Property:

• Melting Point: 185 °C
• Boiling Point: 179.9±23.0 °C(Predicted)
• PKA: 2.34±0.11(Predicted)
• PSA: 40.54000
• Density: 1.033±0.06 g/cm3(Predicted)
• LogP: 0.02110
• XLogP3: -2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 117.078978594
• Heavy Atom Count: 8
• Complexity: 90.4

Purity/Quality:

99%, ^*data from raw suppliers

N,?N-?Dimethylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)N(C)C
• Isomeric SMILES: C[C@@H](C(=O)O)N(C)C
• Uses: N,?N-?Dimethylalanine has been used as a reactant in the synthesis of Aplyronine A, a potent antitumor substance of marine origin.

Technology Process of N,N-Dimethyl-L-Alanine

There total 7 articles about N,N-Dimethyl-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: 100.0%

ethyl 2-(N,N-dimethylamino)-propionate (82614-49-1) → N,N-dimethylalanine (19701-89-4)

Guidance literature:

ethyl 2-(N,N-dimethylamino)-propionate; With water; sodium hydroxide; at 20 ℃; for 4.5h;

With hydrogenchloride; In water;

Reference yield: 34.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1) → N,N-dimethylalanine (19701-89-4)

Guidance literature:

With 10% Pd/C; hydrogen; In water; for 24h; under 760.051 Torr; Reflux;

DOI:10.1002/ejoc.200701101

Reference yield:

dimethyl amine (124-40-3) + 2-Bromopropionic acid (598-72-1,10327-08-9) → N,N-dimethylalanine (19701-89-4)

Guidance literature:

With water; at 100 ℃;

upstream raw materials:

formaldehyd

rac-Ala-OH

dimethyl amine

2-Bromopropionic acid

Downstream raw materials:

N-{2-[4-(3-Cyclohexyl-2-imino-imidazolidine-1-sulfonyl)-phenyl]-ethyl}-2-dimethylamino-propionamide

carbon dioxide

acetaldehyde

acetic acid

Refernces

• 1、 -. "Novel Isobaric Tandem Mass Tags for Quantitative Proteomics and Peptidomics". Sheet 5. . Retrieved 2013/04/10.
• 2、 Paruszewski,Rostafinska-Suchar,Strupinska,Jaworski,Stables. "Synthesis and anticonvulsant activity of some amino acid derivatives. Part 1: Alanine derivatives". . p. 145 - 148. Retrieved 2007/10/03.