125844-02-2Relevant academic research and scientific papers
Boron analogues of valine, leucine, isoleucine, and phenylalanine: Syntheses of amine-alkyl(N-ethylcarbamoyl)boranes
Mills, Wyatt J.,Sutton, Christopher H.,Baize, Mark W.,Todd, Lee J.
, p. 1046 - 1052 (2008/10/08)
A series of recently prepared amine-alkylcyanoboranes (alkyl = i-Bu, sec-Bu, and benzyl; amine = pyridine and quinuclidine) have been treated with Et3OBF4 and then aqueous sodium hydroxide to form selected amine-alkyl(N-ethylcarbamoyl)boranes, which are some of the first reported analogues of the α-amino acids, leucine, isoleucine, and phenylalanine, respectively. Two intermediate nitrilium salts (sec-Bu and benzyl) have been fully characterized, demonstrating the unusual chemical stability of these boronium species. In addition, the full characterization of two amine-alkylcyanoboranes and one amine-alkyl(N-ethylcarbamoyl)borane (R = i-Pr; valine analogues) are reported.
