title: Efficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments.
abstract: Efficient syntheses of chiral fragments derived from chiral amino alcohols are described. Several unique scaffolds were readily accessed in 1-5 synthetic steps leading to 45 chiral fragments, including oxazolidinones, morpholinones, lactams, and sultams. These fragments have molecular weights ranging from 100 to 255 Da and are soluble in water (0.085 to >15 mM).
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.|Department of Chemistry and Chemical Biology, Harvard University , 12 Oxford Street, Cambridge, Massachusetts 02138, United States.
authors: Sina
authors: S
authors: Haftchenary
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.|Department of Chemistry and Chemical Biology, Harvard University , 12 Oxford Street, Cambridge, Massachusetts 02138, United States.
authors: Shawn D
authors: SD
authors: Nelson
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors: Laura
authors: L
authors: Furst
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors: Sivaraman
authors: S
authors: Dandapani
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors: Steven J
authors: SJ
authors: Ferrara
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.|Department of Chemistry and Chemical Biology, Harvard University , 12 Oxford Street, Cambridge, Massachusetts 02138, United States.
authors: Žarko V
authors: ŽV
authors: Bošković
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors: Samuel
authors: S
authors: Figueroa Lazú
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors: Adrian M
authors: AM
authors: Guerrero
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors: Juan C
authors: JC
authors: Serrano
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors: DeMarcus K
authors: DK
authors: Crews
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors: Cristina
authors: C
authors: Brackeen
authors: Bayer Pharma AG , Drug Discovery, Müllerstraße, 178, 13353 Berlin, Germany.
authors: Jeffrey
authors: J
authors: Mowat
authors: Bayer Pharma AG , Drug Discovery, Müllerstraße, 178, 13353 Berlin, Germany.
authors: Thomas
authors: T
authors: Brumby
authors: Bayer Pharma AG , Drug Discovery, Müllerstraße, 178, 13353 Berlin, Germany.
authors: Marcus
authors: M
authors: Bauser
authors: Center for the Science of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.|Department of Chemistry and Chemical Biology, Harvard University , 12 Oxford Street, Cambridge, Massachusetts 02138, United States.|Howard Hughes Medical Institute, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors: Stuart L
authors: SL
authors: Schreiber
authors: Center for the Development of Therapeutics, Broad Institute , 415 Main Street, Cambridge, Massachusetts 02142, United States.
authors: Andrew J
authors: AJ
authors: Phillips
mesh_terms: D000605:Amino Alcohols / Q000032:analysis* / Q000737:chemistry*; D055808:Drug Discovery; D006801:Humans; D007769:Lactams / Q000737:chemistry; D008970:Molecular Weight; D009025:Morpholines / Q000737:chemistry; D009282:Naphthalenesulfonates / Q000737:chemistry; D023303:Oxazolidinones / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000605:Amino Alcohols; D007769:Lactams; D009025:Morpholines; D009282:Naphthalenesulfonates; D023303:Oxazolidinones; C016768:naphthosultone
keywords: amino alcohols; chiral fragments; drug discovery; fragment-based lead discovery