Amino acid-derived cyclic phosphonamides and methods of synthesizing the same
AssigneeUniversity of Kansas
InventorsPaul R. Hanson, Kevin T. Sprott, Matthew D. McReynolds
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Abstract
New phosphonamide compounds and methods of forming those compounds are provided. In one embodiment, the inventive methods comprise subjecting an opened-ring phosphonamide template to a ring-closing metathesis reaction in the presence of a ring-closing catalyst (e.g., a Grubbs catalyst) to yield a phosphonamide. In another embodiment, the inventive methods comprise reacting a template structure with a phosphorus (III) compound to yield the phosphonamide. Advantageously, in either embodiment, the template structures can be provided with a wide array of functional groups (e.g., amino acid side chains, peptides) chosen to provide particular properties to the compound.
Claims3
A compound according to a formula selected from the group consisting of
- wherein:
- each X is individually selected from the group consisting of oxygen, —NH, and —NOR;
- each R is individually selected from. the group consisting of hydrogen, branched and unbranched alkyl groups, branched and unbranched alkenyl groups, branched and unbranched alkynyl groups, allyl groups, aryl groups, acyl groups, 2-15 mer peptides, and benzyl groups;
- and
- each R1 is individually selected from the group consisting of hydrogen, amino acid side chains, and 2-15 mer peptides.
Dependencies are inferred from the claim text.