title: Solid-phase synthesis of a library based on biphenyl-containing trypsin-like serine protease inhibitors.
abstract: The solid-phase synthesis of a library based on an unusual biphenyl-containing trypsin-like serine protease inhibitor is described. Key to this effort was the synthesis of a highly functionalized aryl boronic acid reagent which required the development of a novel and efficient method to convert a triflate to a pinacolboronate in large scale.
authors.affiliation: Bristol-Myers Squibb Company, 5 Research Parkway, Wallingford, CT 06492, USA. shij@bms.com
authors.forename: Shuhao
authors.initials: S
authors.lastname: Shi
authors.forename: Shirong
authors.initials: S
authors.lastname: Zhu
authors.forename: Samuel W
authors.initials: SW
authors.lastname: Gerritz
authors.forename: Bogumila
authors.initials: B
authors.lastname: Rachwal
authors.forename: Zheming
authors.initials: Z
authors.lastname: Ruan
authors.forename: Robert
authors.initials: R
authors.lastname: Hutchins
authors.forename: Ramesh
authors.initials: R
authors.lastname: Kakarla
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Sofia
authors.forename: James
authors.initials: J
authors.lastname: Sutton
authors.forename: Daniel
authors.initials: D
authors.lastname: Cheney
mesh_terms: D001224:Aspartic Acid / Q000494:pharmacology; D001713:Biphenyl Compounds / Q000494:pharmacology*; D017320:HIV Protease Inhibitors / Q000494:pharmacology; D008407:Mast Cells; D008969:Molecular Sequence Data; D019151:Peptide Library; D011480:Protease Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D011487:Protein Conformation / Q000187:drug effects; D012694:Serine / Q000494:pharmacology; D012697:Serine Endopeptidases / Q000187:drug effects*; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
chemical_list: D001224:Aspartic Acid; D001713:Biphenyl Compounds; D017320:HIV Protease Inhibitors; D019151:Peptide Library; D011480:Protease Inhibitors; D012694:Serine; D012697:Serine Endopeptidases; C114880:trypsin-like serine protease; C010574:biphenyl