470685-91-7

Upstream product

• 3009-40-3 N,N'-dibenzylidenehexane-1,6-diamine 
• 35375-90-7 tetraoxispirophosphorane 
• 100-52-7 benzaldehyde 
• 124-09-4 1,6-Hexanediamine 

Downstream Products

• 470685-95-1 2-({[6-({[(1-carboxy-1-methyl-ethoxy)-hydroxy-phosphoryl]-phenyl-methyl}-amino)-hexylamino]-phenyl-methyl}-hydroxy-phosphinoyloxy)-2-methyl-propionic acid 

Relevant academic research and scientific papers

Efficient synthesis of bolaform- and gemini-type alkyl-bis-[(α-amino)phosphonocarboxylic or phosphonic acid] surfactants

The synthesis of a new series of bolaform- and gemini-type phosphorus acid surfactants is described. The Pudovik addition reaction of P-H bond tetraoxyspirophosphoranes to symmetrical, prochiral bis-imines bearing different more or less long and rigid linkers occurs instantaneously at room temperature. This reaction is diastereoselective and quantitatively leads to the corresponding alkyl-bis-[α-aminospirophosphoranes] in good to high diastereomeric ratio. Selective and one-pot hydrolysis of these P*-C* bond bis-spirophosphoranes can be readily achieved either at room temperature by moist solvents giving the corresponding alkyl-bis-[α-aminophosphonocarboxylic acid] amphiphiles, or by a more drastic reaction of 20% aqueous hydrochloric acid under reflux affording free alkyl-bis-[α-aminophosphonic acid] surfactants in good yields.