LacosaMide (raceMate)

Base Information

• Chemical Name: LacosaMide (raceMate)
• CAS No.: 175481-26-2
• Molecular Formula: C13H18N2O3
• Molecular Weight: 250.298
• Mol file: 175481-26-2.mol

Synonyms:Lacosamide (racemate);Vimpat racemate;Erlosamide racemate;2-acetamido-N-benzyl-3-methoxypropanamide;

Chemical Property of LacosaMide (raceMate)

Chemical Property:

• Vapor Pressure: 0Pa at 25℃
• Boiling Point: 536.4±50.0 °C(Predicted)
• PKA: 14.19±0.46(Predicted)
• PSA: 67.43000
• Density: 1.120±0.06 g/cm3(Predicted)
• LogP: 1.23570

Purity/Quality:

99.9% ^*data from raw suppliers

Lacosamide(racemate) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of LacosaMide (raceMate)

There total 13 articles about LacosaMide (raceMate) 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: 92.3%

(RS)-2-acetylamino-3-methoxypropionic acid methyl ester + benzylamine (100-46-9) → 2-acetamido-N-benzyl-3-methoxypropionamide (175481-26-2,175481-36-4,175481-37-5)

Guidance literature:

With ytterbium(III) triflate; In toluene; at 110 ℃; for 20h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 84.0%

(R,S)-N-acetylserine-N-benzylamide (171623-02-2) + methyl iodide (74-88-4) → 2-acetamido-N-benzyl-3-methoxypropionamide (175481-26-2,175481-36-4,175481-37-5)

Guidance literature:

With silver(l) oxide; In acetonitrile; for 96h; Ambient temperature;

DOI:10.1021/jm9508705

Reference yield: 80.0%

acetic anhydride (108-24-7) + N-Benzyl-2-Amino-3-Methoxypropionamide (262845-82-9) → 2-acetamido-N-benzyl-3-methoxypropionamide (175481-26-2,175481-36-4,175481-37-5)

Guidance literature:

In 2-methylpropyl acetate; at 70 ℃;

upstream raw materials:

(R,S)-N-acetylserine-N-benzylamide

methyl iodide

α-acetamido-N-benzyl-α-cyanoacetamide

methyl α-acetamido-N-benzylmalonamate

Downstream raw materials:

(2S)-2-(acetylamino)-N-benzyl-3-methoxypropanamide

lacosamide

C₈H₇ClO₃*C₁₁H₁₆N₂O₂

N-Benzyl-2-Amino-3-Methoxypropionamide

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF LACOSAMIDE". Paragraph 0022; 0023; 0024; 0025. . Retrieved 2013/03/26.
• 2、 -. "NOVEL PROCESS FOR THE PREPARATION OF AMINO ACID DERIVATIVES". Page/Page column 30. . Retrieved 2010/06/11.