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Lira, Ricardo

Graduate Student

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Positions

• 2012 - Principal Scientist, Pfizer

Websites

• Doctoral Dissertation

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Publications

recent publications

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• academic article

  • Lira, R., Henegar, K. E., Baldwin, N., Ogilvie, K. Cyclic 1-(arylamino)carboxylates via mild diastereospecific Jocic-type reaction with 2,2,2-trichloromethyl carbinols and anilines Synlett  2017 28:245-248  DOI:10.1055/s-0036-1588330
  • Butler, C. R., Brodney, M. A., Beck, E. M., Barreiro, G., Nolan, C. E., Pan, F., Vajdos, F., Parris, K., Varghese, A. H., Helal, C. J., Lira, R., Doran, S. D., et al. Discovery of a series of efficient, centrally efficacious BACE1 inhibitors through structure-based drug design Journal of Medicinal Chemistry  2015 58:2678-2702  DOI:10.1021/jm501833t  PMID:25695670
  • Brodney, M. A., Beck, E. M., Butler, C. R., Barreiro, G., Riddell, D., Parris, K., Nolan, C. E., Fan, Y., Atchison, K., Gonzales, C., Robshaw, A. E., Doran, S. D. Utilizing structures of CYP2D6 and BACE1 complexes to reduce risk of drug-drug interactions with a novel series of centrally efficacious BACE1 inhibitors Journal of Medicinal Chemistry  2015 58:3223-3252  DOI:10.1021/acs.jmedchem.5b00191  PMID:25781223  PMCID:PMC4415909
  • Henegar, K. E., Lira, R., Kim, H., Gonzalez-Hernandez, J. Process development and scale-up of a β-secretase inhibitor via a stereospecific jocic reaction Organic Process Research & Development  2013 17:985-990  DOI:10.1021/op400115g
  • Lee, C. W., Lira, R., Dutra, J., Ogilvie, K., O'Neill, B. T., Brodney, M., Helal, C., Young, J., Lachapelle, E., Sakya, S., Murray, J. C. Stereoselective synthesis of spiropiperidines as BACE-1 aspartyl protease inhibitors via late stage N-arylation of a 1,8-diazaspiro[4.5]dec-3-en-2-one pharmacophore Journal of Organic Chemistry  2013 78:2661-2669  DOI:10.1021/jo400016m  PMID:23438191
  • Pettersson, M., Johnson, D. S., Subramanyam, C., Bales, K. R., am Ende, C. W., Fish, B. A., Green, M. E., Kauffman, G. W., Lira, R., Mullins, P. B., Navaratnam, T., Sakya, S. M., et al. Design and synthesis of dihydrobenzofuran amides as orally bioavailable, centrally active gamma-secretase modulators Bioorganic & Medicinal Chemistry Letters  2012 22:2906-2911  DOI:10.1016/j.bmcl.2012.02.059  PMID:22429469
  • Henegar, K. E., Lira, R. One-pot in situ formation and reaction of trimethyl(trichloromethyl)silane: application to the synthesis of 2,2,2-trichloromethylcarbinols Journal of Organic Chemistry  2012 77:2999-3004  DOI:10.1021/jo3001063  PMID:22332885
  • Nuhant, P., Kister, J., Lira, R., Sorg, A., Roush, W. R. Development of a double allylboration reagent targeting 1,5-syn-(E)-diols: application to the synthesis of the C(23)-C(40) fragment of tetrafibricin Tetrahedron  2011 67:6497-6512  DOI:10.1016/j.tet.2011.06.008  PMID:21857752  PMCID:PMC3156408
  • Kister, J., Nuhant, P., Lira, R., Sorg, A., Roush, W. R. Enantio- and diastereoselective synthesis of (E)-1,5-syn-diols: application to the synthesis of the C(23)-C(40) fragment of tetrafibricin Organic Letters  2011 13:1868-1871  DOI:10.1021/ol2003836  PMID:21375316  PMCID:PMC3064748
  • Belogurov, G. A., Vassylyeva, M. N., Sevostyanova, A., Appleman, J. R., Xiang, A. X., Lira, R., Webber, S. E., Klyuyev, S., Nudler, E., Artsimovitch, I., Vassylyev, D. G. Transcription inactivation through local refolding of the RNA polymerase structure Nature  2009 457:332-335  DOI:10.1038/nature07510  PMID:18946472  PMCID:PMC2628454
  • Kister, J., DeBaillie, A. C., Lira, R., Roush, W. R. Stereoselective synthesis of gamma-substituted (Z)-allylic boranes via kinetically controlled hydroboration of allenes with 10-TMS-9-borabicyclo[3.3.2]decane Journal of the American Chemical Society  2009 131:14174-14175  DOI:10.1021/ja905494c  PMID:19775159  PMCID:PMC2767336
  • Chen, Y. T., Lira, R., Hansell, E., McKerrow, J. H., Roush, W. R. Synthesis of macrocyclic trypanosomal cysteine protease inhibitors Bioorganic & Medicinal Chemistry Letters  2008 18:5860-5863  DOI:10.1016/j.bmcl.2008.06.012  PMID:18585034  PMCID:PMC2642929
  • Lira, R., Xiang, A. X., Doundoulakis, T., Biller, W. T., Agrios, K. A., Simonsen, K. B., Webber, S. E., Sisson, W., Aust, R. M., Shah, A. M., Showalter, R. E., Banh, V. N., et al. Syntheses of novel myxopyronin B analogs as potential inhibitors of bacterial RNA polymerase Bioorganic & Medicinal Chemistry Letters  2007 17:6797-6800  DOI:10.1016/j.bmcl.2007.10.017  PMID:17980587
  • Lira, R., Roush, W. R. Enantio- and diastereoselective synthesis of syn-beta-hydroxyallylsilanes via a chiral (Z)-gamma-silylallylboronate Organic Letters  2007 9:4315-4318  DOI:10.1021/ol7018746  PMID:17867698
  • Lira, R., Roush, W. R. Stereoselective synthesis of the C(1)-C(19) fragment of tetrafibricin Organic Letters  2007 9:533-536  DOI:10.1021/ol0629869  PMID:17249805  PMCID:PMC2701644
  • Lira, R., Agrios, K. A., Doundoulakis, T., Simonsen, K. B., Webber, S. E., Xiang, A. X. An efficient synthesis of (+/-)-myxopyronin B via versatile pyridone intermediates Heterocycles  2006 68:1099-1103  DOI:10.3987/COM-06-10733
  • Doundoulakis, T., Xiang, A. X., Lira, R., Agrios, K. A., Webber, S. E., Sisson, W., Aust, R. M., Shah, A. M., Showalter, R. E., Appleman, J. R., Simonsen, K. B. Myxopyronin B analogs as inhibitors of RNA polymerase, synthesis and biological evaluation Bioorganic & Medicinal Chemistry Letters  2004 14:5667-5672  DOI:10.1016/j.bmcl.2004.08.045  PMID:15482944
  • Lira, R., Wolfe, J. P. Palladium-catalyzed synthesis of N-aryl-2-benzylindolines via tandem arylation of 2-allylaniline: control of selectivity through in situ catalyst modification Journal of the American Chemical Society  2004 126:13906-13907  DOI:10.1021/ja0460920  PMID:15506735
  • McMorris, T. C., Kashinatham, A., Lira, R., Rundgren, H., Gantzel, P. K., Kelner, M. J., Dawe, R. Sesquiterpenes from Omphalotus illudens Phytochemistry  2002 61:395-398  DOI:10.1016/s0031-9422(02)00205-4  PMID:12377232
  • McMorris, T. C., Yu, J., Lira, R., Dawe, R., MacDonald, J. R., Waters, S. J., Estes, L. A., Kelner, M. J. Structure-activity studies of antitumor agent irofulven (hydroxymethylacylfulvene) and analogues Journal of Organic Chemistry  2001 66:6158-6163  DOI:10.1021/jo010458z  PMID:11529745
  • McMorris, T. C., Lira, R., Gantzel, P. K., Kelner, M. J., Dawe, R. Sesquiterpenes from the basidiomycete Omphalotus illudens Journal of Natural Products  2000 63:1557-1559  DOI:10.1021/np9904760  PMID:11087609

Background

education and training

• Ph.D. in Chemistry, Scripps Research , Transferred from University of Michigan with advisor 2005 - 2008
• University of Michigan , Doctoral studies in chemistry 2003 - 2005
• M.S. in Chemistry, University of California, San Diego 1998 - 1999
• B.S. in Biochemistry, University of California, San Diego 1995 - 1998

advisee of

• graduate advising relationship

  • Roush, William, Ph.D.  candidacy, 2005 - 2008

Contact

full name

• Ricardo Lira

geographic location

• Scripps Florida