120205-90-5Relevant academic research and scientific papers
N-Acyl glycinates as acyl donors in serine protease-catalyzed kinetic resolution of amines. Improvement of selectivity and reaction rate
Nechab, Malek,El Blidi, Lahssen,Vanthuyne, Nicolas,Gastaldi, Stephane,Bertrand, Michele P.,Gil, Gerard
scheme or table, p. 3917 - 3920 (2009/06/28)
Enzymatic kinetic resolution of aliphatic and benzylic amines leading to (S)-amides was achieved by using alkaline protease as the catalyst and N-octanoyl glycine trifluoroethyl ester as the acyl donor; enantioselectivity ranged between 4 to 244, while reaction times were dramatically shortened and ranged between 15 min to 6 h. The 2008 Royal Society of Chemistry.
Highly selective enzymatic kinetic resolution of primary amines at 80°C: A comparative study of carboxylic acids and their ethyl esters as acyl donors
Nechab, Malek,Azzi, Nadia,Vanthuyne, Nicolas,Bertrand, Michele,Gastaldi, Stephane,Gil, Gerard
, p. 6918 - 6923 (2008/02/11)
(Chemical Equation Presented) Optimization of the kinetic resolution of 2-amino-4-phenyl-butane was achieved at 80°C using CAL-B-catalyzed aminolysis of carboxylic acids and their ethyl esters. The reactions carried out with long chain esters and the corresponding acids as acyl donors proceeded with remarkably high enantioselectivity. The use of carboxylic acids as acylating agents led to a marked acceleration of the reaction rate compared to their ester counterparts. Laurie acid led to enantiomeric excesses superior to 99.5% for both the remaining amine and the corresponding lauramide at 50% conversion (reached in 3 h). These optimized conditions were applied to the resolution of a series of aliphatic and benzylic amines.
