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Usage

Uses

Used in Pharmaceutical Industry:
N~1~,N~1~-dimethylalaninamide is used as an organic intermediate for the synthesis of various pharmaceuticals and organic compounds. Its unique structure and functional groups contribute to the development of new drugs and therapeutic agents.
Used in Biochemical Research Applications:
This chemical compound is also utilized in various biochemical research applications, where it can aid in understanding biological processes and the development of novel research tools.

Upstream product

• 124-40-3 dimethyl amine 
• 302-72-7 rac-Ala-OH 
• 75801-52-4 DL-N-carbobenzoxyalanine dimethylamide 
• 2224-52-4 DL-4-methyl-1,3-oxazolidine-2,5-dione 

Downstream Products

• 590-29-4 potassium formate 
• 583-52-8 potassium oxalate 

Relevant academic research and scientific papers

Enantioselection in peptide bond formation

Selectivity in abiotic condensations of amino acids remains controversial and stereochemically little explored. We find that competitive activated couplings of N-acyl derivatives of glycine, alanine, valine, proline and phenylalanine with binary, ternary and quaternary mixtures of amides and esters of the same group of amino acids show little selectivity among the reactants, except with respect to configuration, where a consistent and significant preference for heterochiral outcomes, mostly >80%, is observed. One possible explanation of this selectivity predicts a predisposition to homochiral coupling under conditions that would require the two carboxyl functions to be co-facial in the activated complex.

Carbanions. Electron Transfer vs. Proton Capture. 7. Electron-Transfer Oxidation of an Amino Acid Derived Carbanion

The dimethylamide of phenylalanine, 1, reacts with potassium tert-butoxide and nitrobenzene in tert-butyl alcohol at 50 deg C in argon atmosphere.The products are potassium nitrobenzenide (PhNO2-*K+)and degradative fragments of the amino amide, including ammonia, dimethylamine, potassium benzoate, potassium carbonate, and potassium cyanide.The yields of these isolated degradation products are relatively low when the reaction is run anaerobically but are improved when the reaction is carried out under oxygen.The oxygen-mediated reaction does not produce cyanide or nitrobenzenide but its products are otherwise the same with the addition of oxalate.Conversions are essentially quantitative when the oxygen-mediated reaction is followed by vigorous, acid-catalyzed, hydrolytic workup.The reaction is believed to begin with the one-electron oxidation of the α-amino carbanion, proceeding through a ketimine and/or enamine which is rapidly oxidized to the eventual products.The rate of oxidation of 1 is approximately the same as its ionization rate but the reaction becomes less efficient if the N-pivalyl derivative of 1 is used.Experiments with the dimethylamide of alanine give qualitatively similar results, with potassium formate replacing potassium benzoate in the products.