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US 5,508,463 AGranted
.alpha.-aminophosphonates
AssigneeThe Trustees of the University of Pennsylvania
InventorsAmos B. Smith, III, Kraig M. Yager, Carol M. Taylor
Life of this patent
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Abstract
Novel .alpha.-aminophosphonates are provided along with processes and intermediates for their preparation. In preferred embodiments, scalemic .alpha.-aminophosphonates are prepared by the stereoselective addition of phosphite salts to chiral imines.
Claims11
A compound having formula:
- ##STR9## wherein:
- R.sub.1 is alkyl having 1 to about 10 carbon atoms or alkaryl having 7 to about 15 carbon atoms;
- R.sub.2 and R.sub.3 are, independently, H, alkyl having 1 to about 10 carbon atoms, aryl having 6 to about 14 carbon atoms, or R.sub.2 and R.sub.3, together, are cycloalkyl;
- R.sub.4 is aryl having 6 to about 14 carbon atoms;
- R.sub.5 is alkyl having from 1 to about 10 carbon atoms;
- aryl having 6 to about 14 carbon atoms;
- aralkyl having 7 to about 15 carbon atoms;
- a naturally occurring amino acid sidechain;
- or --(CH.sub.2).sub.n --(CH.dbd.CH).sub.x --X wherein n is 1-5, x is 1, and X is hydrogen, alkyl having from 1 to about 10 carbon atoms, or aryl having 6 to about 14 carbon atoms, provided that R.sub.5 is not phenyl or substituted phenyl;
- R.sub.6 and R.sub.7 are, independently, H, alkyl having 1 to about 5 carbon atoms, aryl having 6 to about 14 carbon atoms, or aralkyl having 7 to about 15 carbon atoms;
- and
- R.sub.8 is H, alkanoyl having 2 to about 5 carbon atoms or alkoxycarbonyl having 2 to about 5 carbon atoms.
9 more elements
Dependencies are inferred from the claim text.