Efficient and novel method for preparing aminophosphonate through catalytic synthesis of hafnium tetrachloride

Abstract

The invention discloses an efficient and novel method for preparing aminophosphonate through catalytic synthesis of hafnium tetrachloride. With hafnium tetrachloride as a catalytic reagent, aryl / alkyl aldehyde, aryl / alkyl amine and phosphorous acid diester / triester as raw materials, and ethyl alcohol as a solvent, a one-pot reaction is performed for 0.5-2.0 h at 60 DEG C to generate corresponding aminophosphonate, wherein the dosage of the hafnium tetrachloride catalytic reagent is 2 mol% that of aldehyde, and the concentration of aldehyde in an ethanol solution and the concentration of amine in the ethanol solution are both 1.0 mol / L. Hafnium tetrachloride used in the method is high in catalytic activity, small in dosage, capable of achieving the optimum catalytic effect at the dosage of 2 mol%, universally applicable to various aryl aldehyde / amine substrates and alkyl aldehyde / amine substrates and high in product yield. According to the method, reaction conditions are mild, heating is performed just at 60 DEG C, the ethyl alcohol solvent does not need drying, a reaction system does not need gas protection, the reaction speed is high, aftertreatment and purification are easy, and it is only needed to concentrate the reaction system and directly perform conventional silica-gel column chromatography.

Description

technical field [0001] The invention relates to a synthesis method of amino phosphonate, in particular to a new efficient method for synthesizing amino phosphonate by hafnium tetrachloride. Background technique [0002] As structural analogs of natural amino acids, aminophosphonic acid and aminophosphonate compounds are powerful transition-state analog inhibitors (transition-state analog inhibitors) for many enzymes with physiological and pathological activities. Current studies have found that aminophosphonic acid and aminophosphonate can exert strong inhibitory effects on metalloproteases, aspartate hydrolases, phosphohydrolases, ligases, and glycosyltransferases. Therefore, this type of compound has good antibacterial, antiviral, antifungal and anticancer activities. In addition, such compounds also have regulating effects on nerve signal transduction, cardiovascular and cerebrovascular diseases, and growth of plants and insects. [0003] At present, the synthesis metho...

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Problems solved by technology

However, these methods generally require the use of 5mol% to 20mol% catalysts, and are mainly suitable for aryl aldehydes and arylamine substrates with better reactivity, while the catalytic effect is lower for alkyl aldehydes and alkylamines with poor reactivity. Poor, some not even catalytic

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