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Original Articles

STUDIES ON DIASTEREOMERIC N-PHOSPHONOAMINO ACID ESTERS CONTAINING A PHOSPHORUS-CARBON BOND

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Pages 69-74 | Received 18 Oct 1993, Published online: 23 Sep 2006
 

Abstract

Four N-phosphonoamino acid methyl esters have been synthesized. The structures were supported by 31P, 1H, NMR, IR and FAB-MS data. Two stereoisomers of each compound appeared in the 31P NMR spectra. N-(O-isopropyl methyl-phosphonyl)L-serine methyl ester was more reactive in acid than N-(O,O-diisopropyl) phosphoryl-L-serine ester, which underwent rapid N→O migration of the phosphorus group.

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