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Preparation of optically active aminocarboxyalkyl phosphonic acids


Tetrahedron 39(8): 1299-1306
Preparation of optically active aminocarboxyalkyl phosphonic acids
In aqueous solution .omega.-formylalkylphosphonates in the presence of hydrogen cyanide and (S) (-) .alpha.-methylbenzylamine give optically active aminonitriles with an enantiomeric excess of 50%. Phosphonic aminonitriles are submitted to acid hydrolysis, then esterified and debenzylated without any epimerization. The separation is performed either with the acid or with the ester. All the operations are monitored by NMR (1H, 13C, 31P) and whenever possible, by gas chromatography. [Compounds of this type may have antibiotic properties.].


Accession: 006173611



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