98517-63-6Relevant academic research and scientific papers
OPTICALLY-ACTIVE 2-AMINO-PHOSPHONOALKANE ACID, OPTICALLY-ACTIVE 2-AMINOPHOSPHONOALKANE ACID SALT, AND HYDRATES OF THESE
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Paragraph 0100-0102; 0106, (2020/05/14)
A novel compound has pharmacological activities comparable to those of Nahlsgen and is storable excellently stably. The compound can be produced by a method according to the present invention for producing an optically active 2-amino-phosphonoalkanoic acid salt. In the method, a starting material DL-2-amino-phosphonoalkanoic acid represented by Formula (1) or a hydrate thereof is reacted with an optically active basic compound other than an optically active lysine, to give a diastereomeric salt mixture including a first salt (including a hydrate salt) between a D-2-amino-phosphonoalkanoic acid represented by Formula (1-1) and the optically active basic compound, and a second salt (including a hydrate salt) between an L-2-amino-phosphonoalkanoic acid represented by Formula (1-2) and the optically active basic compound. The diastereomeric salt mixture is fractionally crystallized to isolate one of the first and second diastereomeric salts.
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
PHOSPHORUS-CONTAINING AMINOCARBOXYLIC ACIDS. 1. METHOD OF PREPARATION OF PHOSPHONATE-TYPE COMPOUNDS
Ragulin, V. V.,Bofanova, M. E.,Tsvetkov, E. N.
, p. 2377 - 2382 (2007/10/02)
A method is described for the synthesis of phosphorus-containing amino carboxylic acids, by the Michaelis-Bekker or Arbuzov phosphorylation of ω-haloalkylacetamidomalonic ester.The latter were obtained by alkylating the sodium salt of acetamidomalonic ester with an excess of the α,ω-dihaloalkane.Acid hydrolysis of the phosphorus-containing alkylacetamidomalonic esters gave the required compounds.
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.
