Efficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments

Haftchenary, SinaNelson, ShawnFurst, LauraDandapani, SivaramanFerrara, Steven J.Bošković, Žarko V.Figueroa Lazú, SamuelGuerrero, Adrian M.Serrano, Juan C.Crews, DeMarcus K.Brackeen, CristinaMowat, JeffreyBrumby, ThomasBauser, MarcusSchreiber, StuartPhillips, Andrew J.2017-11-212016Haftchenary, S., S. D. Nelson, L. Furst, S. Dandapani, S. J. Ferrara, Ž. V. Bošković, S. Figueroa Lazú, et al. 2016. “Efficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments.” ACS Combinatorial Science 18 (9): 569-574. doi:10.1021/acscombsci.6b00050. http://dx.doi.org/10.1021/acscombsci.6b00050.http://nrs.harvard.edu/urn-3:HUL.InstRepos:34375360Efficient 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).en-USamino alcoholsfragment-based lead discoverychiral fragmentsdrug discoveryEfficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral FragmentsJournal Article2017-11-2110.1021/acscombsci.6b00050