title: The synthesis of sterically demanding amino acid-derived cyclic phosphonamides.
abstract: The preparation and utilization of C(2)-symmetric 1,4-diamines in the synthesis of amino acid-derived cyclic phosphonamides 1-3 are described. The 1,4-diamines are synthesized via three methods: (i) amino acid/fumaryl chloride coupling followed by amide reduction, (ii) amino acid/1,4-diamine coupling followed by amide reduction, and (iii) a template-supported ring-closing metathesis/hydrolysis sequence. The pseudo C(2)-symmetric cyclic phosphonamides 1-3 are prepared by condensation of the C(2)-symmetric 1,4-diamines to P(III) centers, followed by oxidation.
authors.affiliation: Department of Chemistry, Malott Hall, University of Kansas, Lawrence, Kansas 66045, USA.
authors.forename: K T
authors.initials: KT
authors.lastname: Sprott
authors.forename: P R
authors.initials: PR
authors.lastname: Hanson
mesh_terms: D017320:HIV Protease Inhibitors / Q000138:chemical synthesis*
chemical_list: D017320:HIV Protease Inhibitors