Phosphorus-containing aminocarboxylic acids. 1. Method of preparation of phosphonate-type compounds

A method is described for the synthesis of phosphorus-containing amino carboxylic acids, by the Michaelis-Bekker or Arbuzov phosphorylation of -haoalkylacetamidomalonic esters. The latter were obtained by alkylating the sodium salt of acetamidomalonic ester with an excess of the ,-dihaloalkane. Acid hydrolysis of the phosphorus-containing alkylacetamidomalonic esters gave the required compounds.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2590–2595, November, 1989.     

Synthesis of α, α, ω-trihydropolyfluoroalkyl chlorophosphates by the reaction between α,α,ω-trihydropolyfluoroalkyl phosphites and sulfuryl chloride

Conclusions An efficient method for the synthesis of ,,-trihydropolyfluoroalkyl chlorophosphates is by reacting ,,-trihydropolyfluoroalkyl dichlorophosphites and bis-(,,-trihydropolyfluoroalkyl) phosphites with sulfuryl chloride. It has been found that in three-coordinated polyfluoroalkyl phosphites, the high electronegativity of the polyfluoroalkyl groups hinders cleavage of the latter on reaction with sulfuryl chloride, thereby facilitating the formation of oxidation products.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 146–149, January, 1988.     

PHOSPHORUS-CONTAINING AMINOCARBOXYLIC ACIDS. COMMUNICATION IV.1 A CONVENIENT METHOD OF PHOSPHONIC ACIDS SYNTHESIS

Abstract

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.     

Simple method for the preparation of dialkylphosphonic acids

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, p. 2652, November, 1988.     

Double Arbuzov Reaction. Synthesis of Bis(ω-cyanoalkyl)phosphinic Acids

Russian Journal of General Chemistry - A general method for the synthesis of symmetric bis(ω-cyanoalkyl)phosphinic acids from ammonium hypophosphite was proposed. The reaction of...     

Evaluation of Applicability of Aminodiphosphonic Acids for the Development of Bone-Seeking 68Ga-Radiopharmaceuticals

Russian Journal of General Chemistry - The binding of 68Ga to two organic ligands containing aminodiphosphonic groups (1,7-diamino-4-oxaheptane-1,1,7,7-tetraphosphonic and...     

An efficient one-pot synthesis of bis(α-aminoalkyl)phosphinic acids,phosphorus-isosteric analogues of HIV protease inhibitors

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2,5-Diamino-5,5-diphosphonovaleric Acid as a Ligand for an Osteotropic <Superscript>188</Superscript>Re Radiopharmaceutical

A modified method for the preparation of 2,5-diamino-5,5-diphosphonovaleric acid (DADP5) has been developed in the search for new synthetically available organic ligands to produce ¹⁸⁸Re radiopharmaceuticals with an increased accumulation in the bone tissue. Interaction of the obtained acid with ¹⁸⁸Re was studied by radio-TLC. An optimal system for separating unbound ¹⁸⁸Re and labeled complex in a yield of at least 95% was found. The biological distribution of ¹⁸⁸Re-DADP5 was studied based on direct radiometric data. The osteotropicity of ¹⁸⁸Re-DADP5 and its increased accumulation in bone fracture sites, which represent oncological pathology models, was detected at a level comparable to known radiopharmaceuticals.