166043-72-7Relevant academic research and scientific papers
Solid Phase Synthesis of phosphonopeptides
Campagne, Jean-Marc,Coste, Jacques,Jouin, Patrick
, p. 2079 - 2082 (1995)
A solid phase synthesis of a phosphonopeptide is described, in which a type 1 aminophosphonate with a free phosphonic acid was coupled just like an amino acid, using BOP as reagent.
(1H-Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium Hexafluorophosphate- and (1H-Benzotriazol-1-yloxy)tripyrrolidinophosphonium Hexafluorophosphate-Mediated Activation of Monophosphonate Esters: Synthesis of Mixed Phosphonate Diesters, the Reactivity of the Benzotriazolyl Phosphon...
Campagne, Jean-Marc,Coste, Jacques,Jouin, Patrick
, p. 5214 - 5223 (2007/10/02)
A general method for synthesizing mixed phosphonate diesters from monoesters using (1H-benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate or (1H-benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate reagents is described.The reaction proceeded through a benzotriazolyl ester as shown by comparison with other reagents such as DCC, DCC/DMAP, DCC/1-hydroxybenzotriazole, bromotris(dimethylamino)phosphonium hexafluorophosphate, or O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate and by 31P NMR analysis.This benzotriazolyl phosphonic ester intermediate was more reactive toward alcohols than toward amines, contrary to its carboxylic analogue.
