85797-13-3Relevant academic research and scientific papers
PHOSPHORUS-CONTAINING AMINOCARBOXYLIC ACIDS. COMMUNICATION IV. A CONVENIENT METHOD OF PHOSPHONIC ACIDS SYNTHESIS
Ragulin, V. V.,Bofanova, M. E.,Tsvetkov, Eugene N.
, p. 237 - 242 (2007/10/02)
The communication is concerned with the synthesis of phosphonic aminocarboxylic acids by phosphorylation of diethyl ω-halogen alkyl acetamidomalonates with tris(trimethylsilyl) phosphite, followed by alcoholysis and acid hydrolysis of the resulting intermediate esters.Key words: Phosphonic aminocarboxylic acids; tris(trimethylsilyl) phosphite; ω-halogenalkyl acetamidomalonates; phosphorylation; alcoholysis, hydrolysis
SYNTHESE D'ACIDES ω-AMINO-ω-CARBOXY-ALKYLPHOSPHONIQUES
Aboujaoude, E. Elia,Collignon, N.,Savignac, P.,Bensoam, J.
, p. 93 - 104 (2007/10/02)
ω-Amino ω-carboxyalkylphosphonic acids 1 synthesis is reviewed.For n = 4, 5, 6 a general, efficient and inexpensive synthesis is described; acetamido(ω-bromoalkyl)malonates 12 are prepared from commercial dibromoalkanes and acetamidomalonate using the phase transfer catalysis process, then condensed with triethylphosphite through an Arbuzov reaction.An acid hydrolysis followed by purification on Dowex gives aminophosphonic acids 1 (n = 4, 5, 6) with a 70percent overall yield.The lower acid 1 (n = 2) is obtained with an identical overall yield from acetamidomalonate and 2-haloethylphosphonate using also liquid-solid phase transfer catalysis.
