153465-23-7Relevant academic research and scientific papers
A straightforward synthesis of α-amino phosphonate monoesters using BroP or TPyC1U
Galeotti, Nathalie,Coste, Jacques,Bedos, Philippe,Jouin, Patrick
, p. 3997 - 3998 (1996)
Monoesters of N-protected α-amino phosphonic acid were prepared from phosphonic acid using BroP or TPyC1U as activating agent. This reaction proceeds with good yield, even with hindered alcohols. Copyright
Selective cleavage of one ester group in dibenzyl Di-P-nitrobenzyl and dimethyl N-protected aminoalkylphosphonates
Hoffmann, Maria
, p. 109 - 118 (2007/10/03)
Benzyl, p-nitrobenzyl and methyl hydrogen N-protected aminoalkylphosphonates were efficiently prepared by selective cleavage of one ester group in the corresponding diesters using DABCO (1,4-diazabicyclo(2.2.2]octane).
(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.
