53558-70-6

Upstream product

• 621-84-1 O-benzyl carbamate 
• 100-52-7 benzaldehyde 
• 18108-22-0 1-amino-1-phenylmethylphosphonic acid 
• 501-53-1 benzyl chloroformate 
• 53044-42-1 Tri-N,O,O-(trimethylsilyl)-aminobenzylphosphonsaeure 

Downstream Products

• 52944-95-3 (Benzyloxycarbonylamino-phenyl-methyl)-phosphonic acid monopropyl ester 
• 58455-91-7 mono benzyl N-benzyloxycarbonylaminobenzylphosphonate 
• 67942-83-0 N-benzyloxycarbonyl-1-amino-1-phenylmethanephosphonic acid 2,2,2-trichloroethyl monoester 
• 90210-47-2 N-benzyloxycarbonyl-1-amino-1-phenylmethanephosphonic acid 2-cyanoethyl monoester 
• 59191-30-9 O,O-dimethyl {[(benzyloxy)carbonyl]amino}(phenyl)methylphosphonate 
• 37714-06-0 (S)-amino(phenyl)methylphosphonic acid 
• 37714-05-9 (R)-1-amino-1-phenylmethylphosphonic acid 
• 59191-31-0 Ethyl methyl (N-benzyloxycarbonylamino)(phenyl)methylphosphonate 
• 59191-32-1 (Benzyloxycarbonylamino-phenyl-methyl)-phosphonic acid methyl ester propyl ester 
• 59191-33-2 (Benzyloxycarbonylamino-phenyl-methyl)-phosphonic acid isopropyl ester methyl ester 
• 35045-81-9 (α-amino-benzyl)-phosphonic acid monoethyl ester 
• 61937-82-4 (Amino-phenyl-methyl)-phosphonic acid monomethyl ester 
• 52944-93-1 (Amino-phenyl-methyl)-phosphonic acid monopropyl ester 
• 16814-08-7 diethyl 1-aminophenylmethylphosphonate 

Relevant academic research and scientific papers

A mild and convenient oxidation of H-phosphinic acids

A new mild and convenient method of oxidation of H-phosphinic to the corresponding phosphonic acids was developed. Conversion of H-phosphinic acids into trivalent trimethylsilyl esters using hexamethyldisilazane, followed by their oxidation with air and subsequent methanolysis allowed obtaining the final compounds in good to excellent yields. The methodology was proved to be particularly useful for N-benzyloxycarbonyl-α-aminophosphinic acids. The scope and limitations of the reaction were additionally tested using a variety of both free and protected amino- and hydroxyphosphinates as substrates.

PREPARATION OF BENZYL N-BENZYLOXYCARBONYLAMINOPHOSPHONATES AND -AMINOPHOSPHONITES - THE SCOPE AND LIMITATIONS OF O-BENZYL-N,N'-DICYCLOHEXYLOISOUREA METHOD

Protection of the amino group of aminophosphonic and aminophosphonous acids with benzyl chloroformate followed by esterification of the N-protected derivatives with O-benzyl-N,N'-dicyclohexyloisoureas is described.The esterification of aminobenzylphosphonic and aminobenzylphosphonous acids was studied in some details in order to discuss the scope and limitation of this procedure.The differences in the reactions of aminoalkylphosphonic and aminoalkylphosphonous acids are pointed out.Key words: Aminobenzylphosphonic and -phosphonous acid, N-benzyloxycarbonyl derivatives, esterification, O-benzyl-N,N'-dicyclohexyloisourea, benzyl N-benzyloxycarbonylaminobenzylphosphonate and phosphonite.

Studies on Organophosphorus Compounds; XLI. A Convenient Synthesis of Alkyl Hydrogen α-(Benzyloxycarbonylamino)benzylphosphonates

Alkyl hydrogen α-(benzyloxycarbonylamino)benzylphosphonates are prepared from substituted benzaldehydes, benzyl carbamate, and phosphorus(III) chloride in acetic acid containing thionyl chloride and subsequent alcoholysis.The reactions proceed smoothly at