62056-97-7Relevant articles and documents
Cleavage of P=O in the presence of P-N: Aminophosphine oxide reduction with in situ boronation of the PIII product
Kenny, Niall P.,Rajendran, Kamalraj V.,Jennings, Elizabeth V.,Gilheany, Declan G.
supporting information, p. 14210 - 14214 (2013/11/06)
In contrast to tertiary phos-phine oxides, the deoxygenation of aminophosphine oxides is effectively impossible due to the need to break the immensely strong and inert P=O bond in the presence of a relatively weak and more reactive P-N bond. This long-sta
Phosphinamides: A New Class of Amino Protecting Groups in Peptide Synthesis
Ramage, Robert,Hopton, David,Parrott, Maxwell J.,Kenner, George W.,Moore, Geoffrey A.
, p. 1357 - 1370 (2007/10/02)
Nα-Diphenylphosphinyl protected α-amino acids have been prepared from the corresponding methyl or benzyl esters using diphenylphosphinic chloride-N-methylmorpholine followed by mild alkaline hydrolysis or catalytic hydrogenolysis, respectively.The suitability of these derivatives for use in amide bond forming reactions and their stability during the customary manipulations of peptide synthesis have been exhaustively examined.Acid-catalysed removal of the diphenylphosphinyl group has also been studied, with the aid of 32.4 MHz 32P n.m.r. spectroscopy, and compatability of cleavage with tryptophan and methionine residues - in the absence of scavengers - has been demonstrated by the synthesis of the partially protected C-terminal tetrapeptide of gastrin, Cl(1-)H2(1+)Trp-Met-Asp(Ot-Bu)-PheNH2.
