124287-33-8Relevant academic research and scientific papers
Synthesis and characterization of amine-alkylcyanoboranes
Mills, Wyatt J.,Sutton, Christopher H.,Libby, Eduardo,Todd, Lee J.
, p. 302 - 308 (2008/10/08)
Synthetic methods for the conversion of alkyltrihydroborates to amine-alkylcyanoboranes have been developed. The most efficient of these is cyanation of the alkyltrihydroborates with mercuric cyanide to give the corresponding alkylcyanodihydroborates. These stable salts, when treated with 1 equiv of HCl in diethyl ether, followed by addition of an amine, produce the amine-alkylcyanoboranes (amine = Me3N, py, TMED, quinuclidine; alkyl = methyl, benzyl, sec-butyl, isobutyl) in moderate yield. The new amine-alkylcyanoboranes are thermally, oxidatively, and hydrolytically stable and can be purified by using standard chromatographic methods.
Synthesis of Quinuclidine-Benzyl(ethylcarbamoyl)borane: The First Boron Analogue of a Phenylalanine Derivative
Mills, Wyatt J.,Todd, Lee J.,Huffman, John C.
, p. 900 - 902 (2007/10/02)
The title compound, the first non-glycine boron analogue of an α-amino acid derivative, was prepared by base hydrolysis of the N-ethylnitrilium salt of quinuclidine-benzylcyanoborane which is formed by treatment of the readily available quinuclidine-benzylborane with I2 and then sodium cyanide; the anaogue has been fully characterized spectroscopically and by X-ray diffraction.
