705283-58-5

Upstream product

• 65090-78-0 α-bromo-β-methoxypropanoic acid 
• 100-46-9 benzylamine 
• 124-41-4 sodium methylate 
• 3674-13-3 2,3-dibromopropionic acid ethyl ester 
• 67-56-1 methanol 
• 118790-79-7 N-benzyl-2,3-dibromopropionamide 
• 13304-62-6 N-benzylacrylamide 
• 100-51-6 benzyl alcohol 

Downstream Products

• 262845-82-9 N-Benzyl-2-Amino-3-Methoxypropionamide 
• 1379592-20-7 (R,S)-N-benzyl-2-benzylamino-3-methoxypropionamide 
• 175481-36-4 lacosamide 
• 175481-36-4 (2S)-2-(acetylamino)-N-benzyl-3-methoxypropanamide 
• 1379592-18-3 N-benzyl-2-azido-3-methoxy propionamide 
• 1379592-19-4 2-amino-N-benzyl-3-methoxypropionamide monooxalate 

Relevant academic research and scientific papers

METHOD FOR PRODUCING N-BENZYL-2-BROMO-3-METHOXYPROPIONAMIDE AND INTERMEDIATES THEREOF

The present invention provides an industrially-preferable method for safely producing N-benzyl-2-bromo-3-methoxypropionamide at a high yield but at low cost. The method for producing of the present invention includes: in sequence, an amidation process that causes diacrylic anhydride to react with benzylamine in a solvent to obtain N-benzylacrylamide; a bromination process that causes N-benzylacrylamide to react with bromine in a solvent to obtain N-benzyl-2,3-dibromopropionamide; and a methoxylation process that causes N-benzyl-2,3-dibromopropionamide to react with methanol in the presence of a base to obtain N-benzyl-2-bromo-3-methoxypropionamide.

PROCESS FOR THE PREPARATION OF LACOSAMIDE

There is provided a process for the preparation of Lacosamide (which is a useful medicament) of formula I, which comprises an enantioselective enzymatic acylation.

NOVEL PROCESS FOR THE PREPARATION OF AMINO ACID DERIVATIVES

The present patent application relates to an alternative process for the preparation of amino derivatives. In particular, the present application relates to an improved process for the manufacture of Lacosamide (LCM), (R)-2-acetamido-N-benzyl-3-methoxypropion-amide, which is useful as an anticonvulsive drug. In a particular aspect, the present invention relates to a process of manufacture of optically enriched (R)-2-acetamido-N-benzyl-3-methoxypropion-amide (I) comprising resolution of 2-acetamido-N-benzyl-3-methoxypropion-amide (II).

N-Substituted amino acid N′-benzylamides: Synthesis, anticonvulsant, and metabolic activities

Amino acid amides (AAA) were prepared and evaluated in seizure models. The AAA displayed moderate-to-excellent activity in the maximal electroshock seizure (MES) test and were devoid of activity in the subcutaneous Metrazol-induced (scMet) seizure test. The AAA anticonvulsant activity was neither strongly influenced by the C(2) substituent nor by the degree of terminal amine substitution. An in vitro metabolism study suggested that the structure-activity relationship pattern was due, in part, to metabolic processes that occurred at the N-terminal amine unit.