Search Results - "Gauthier, Donald R."

A metal-catalysed functional group metathesis approach to the carbon isotope labelling of carboxylic acids by Kinney, R. Garrison, Zgheib, José, Lagueux-Tremblay, Pierre-Louis, Zhou, Cuihan, Yang, Haifeng, Li, Jingwei, Gauthier, Donald R., Arndtsen, Bruce A.

“…The distribution, metabolism and ultimate fate of molecules within the body is central to the activity of pharmaceuticals. However, the introduction of…”
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Highly Enantioselective Rhodium-Catalyzed Transfer Hydrogenation of Tetrasubstituted Olefins: Application toward the Synthesis of GPR40 Agonist MK-2305 by Zhong, Yong-Li, Ji, Yining, Wang, Heather, Wang, Xiao, Gauthier, Donald R

“…A highly efficient enantioselective synthesis for the potent G-protein-coupled receptor 40 agonist MK-2305 was developed. The key tetrasubstituted olefin was…”
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A General, One-Pot Method for the Synthesis of Sulfinic Acids from Methyl Sulfones by Gauthier, Donald R, Yoshikawa, Naoki

“…A simple and efficient method for converting methyl sulfones to sulfinic acids is described. The process involves alkylation with a benzylic halide, followed…”
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Palladium-Catalyzed Carbon Isotope Exchange on Aliphatic and Benzoic Acid Chlorides by Gauthier, Donald R, Rivera, Nelo R, Yang, Haifeng, Schultz, Danielle M, Shultz, C. Scott

“…An operationally simple protocol for a palladium-catalyzed 13CO and 14CO exchange with activated aliphatic and benzoic carbonyls is presented. Several 13C and…”
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Total Synthesis of Darobactin A by Nesic, Marko, Ryffel, David B., Maturano, Jonathan, Shevlin, Michael, Pollack, Scott R., Gauthier, Donald R., Trigo-Mouriño, Pablo, Zhang, Li-Kang, Schultz, Danielle M., McCabe Dunn, Jamie M., Campeau, Louis-Charles, Patel, Niki R., Petrone, David A., Sarlah, David

“…The collaborative total synthesis of darobactin A, a recently isolated antibiotic that selectively targets Gram-negative bacteria, has been accomplished in a…”
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Highly Efficient Synthesis of HIV NNRTI Doravirine by Gauthier, Donald R, Sherry, Benjamin D, Cao, Yang, Journet, Michel, Humphrey, Guy, Itoh, Tetsuji, Mangion, Ian, Tschaen, David M

“…The development of an efficient and robust process for the production of HIV NNRTI doravirine is described. The synthesis features a continuous aldol reaction…”
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Characterization of impurities of HIV NNRTI Doravirine by UHPLC-high resolution MS and tandem MS analysis by Zhang, Li-Kang, Yang, Ross, Sheng, Huaming, Helmy, Roy, Zheng, Jinjian, Cao, Yang, Gauthier Jr, Donald R.

“…World Health Organization estimates that 34 million individuals globally are living with Human Immunodeficiency Virus (HIV). Doravirine is a non‐nucleoside…”
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Development of a Commercial Manufacturing Route to 2‑Fluoroadenine, The Key Unnatural Nucleobase of Islatravir by Hong, Cynthia M, Xu, Yingju, Chung, John Y. L, Schultz, Danielle M, Weisel, Mark, Varsolona, Richard J, Zhong, Yong-Li, Purohit, Akasha K, He, Cyndi Q, Gauthier, Donald R, Humphrey, Guy R, Maloney, Kevin M, Lévesque, François, Wang, Zhixun, Whittaker, Aaron M, Sirota, Eric, McMullen, Jonathan P

“…We report the practical synthesis of a key fragment of islatravir (MK-8591), a novel nucleoside reverse transcriptase translocation inhibitor (NRTTI) currently…”
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Synthesis of Antifungal Glucan Synthase Inhibitors from Enfumafungin by Zhong, Yong-Li, Gauthier, Donald R, Shi, Yao-Jun, McLaughlin, Mark, Chung, John Y. L, Dagneau, Philippe, Marcune, Benjamin, Krska, Shane W, Ball, Richard G, Reamer, Robert A, Yasuda, Nobuyoshi

“…An efficient, new, and scalable semisynthesis of glucan synthase inhibitors 1 and 2 from the fermentation product enfumafungin 3 is described. The highlights…”
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Facile Synthesis of 2-Bromo-3-fluorobenzonitrile:  An Application and Study of the Halodeboronation of Aryl Boronic Acids by Szumigala, Ronald H, Devine, Paul N, Gauthier, Donald R, Volante, R. P

“…A scaleable synthesis of 2-bromo-3-fluorobenzonitrile via the NaOMe-catalyzed bromodeboronation of 2-cyano-6-fluorophenylboronic acid was developed. The…”
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Palladium-Catalyzed Regioselective Arylation of Imidazo[1,2-b][1,2,4]triazine:  Synthesis of an α2/ 3-Selective GABA Agonist by Gauthier, Donald R, Limanto, John, Devine, Paul N, Desmond, Richard A, Szumigala, Ronald H, Foster, Bruce S, Volante, R. P

“…A convergent, practical, and efficient synthesis of 2‘,6-difluoro-5‘-[3-(1-hydroxy-1-methylethyl)imidazo[1,2-b][1,2,4]triazin-7-yl]biphenyl-2-carbonitrile (1),…”
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A Concise Synthesis of (S)-N-Ethoxycarbonyl-α-methylvaline by Kuethe, Jeffrey T, Gauthier, Donald R, Beutner, Gregory L, Yasuda, Nobuyoshi

“…A practical and efficient protocol for the three-step synthesis of (S)-N-ethoxycarbonyl-α-methylvaline 3 is described which utilizes readily available…”
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A chemoenzymatic strategy for site-selective functionalization of native peptides and proteins by Fryszkowska, Anna, An, Chihui, Alvizo, Oscar, Banerjee, Goutami, Canada, Keith A., Cao, Yang, DeMong, Duane, Devine, Paul N., Duan, Da, Elgart, David M., Farasat, Iman, Gauthier, Donald R., Guidry, Erin N., Jia, Xiujuan, Kong, Jongrock, Kruse, Nikki, Lexa, Katrina W., Makarov, Alexey A., Mann, Benjamin F., Milczek, Erika M., Mitchell, Vesna, Nazor, Jovana, Neri, Claudia, Orr, Robert K., Orth, Peter, Phillips, Eric M., Riggins, James N., Schafer, Wes A., Silverman, Steven M., Strulson, Christopher A., Subramanian, Nandhitha, Voladri, Rama, Yang, Hao, Yang, Jie, Yi, Xiang, Zhang, Xiyun, Zhong, Wendy

“…The emergence of new therapeutic modalities requires complementary tools for their efficient syntheses. Availability of methodologies for site-selective…”
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Mechanistic Understanding of a Robust and Scalable Synthesis of Per(6-deoxy-6-halo)cyclodextrins, Versatile Intermediates for Cyclodextrin Modification by Zultanski, Susan L, Kuhl, Nadine, Zhong, Wendy, Cohen, Ryan D, Reibarkh, Mikhail, Jurica, Jon, Kim, Jungchul, Weisel, Lauren, Ekkati, Anil R, Klapars, Artis, Gauthier, Donald R, McCabe Dunn, Jamie M

“…Cyclodextrin (CD) perfunctionalization reactions are challenging to study because they proceed through a number of regioisomeric intermediates, thus warranting…”
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An Efficient Chemoenzymatic Approach to (S)-γ-Fluoroleucine Ethyl Ester by Limanto, John, Shafiee, Ali, Devine, Paul N., Upadhyay, Veena, Desmond, Richard A., Foster, Bruce R., Gauthier, Donald R., Reamer, Robert A., Volante, R. P.

“…An asymmetric synthesis of (S)-γ-fluoroleucine ethyl ester 1 is described. The key transformation involves a lipase-catalyzed dynamic ring-opening of…”
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An efficient synthesis of 4-chromanones by Zhong, Yong-Li, Boruta, David T., Gauthier, Donald R., Askin, David

“…A two step efficient and practical synthesis of a variety of 4-chromanones is described. Phenols undergo a Michael addition to acrylonitriles in the presence…”
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Synthesis of 5-Pyridyl-2-furaldehydes via Palladium-Catalyzed Cross-Coupling with Triorganozincates by Gauthier, Donald R, Szumigala, Ronald H, Dormer, Peter G, Armstrong, Joseph D, Volante, R. P, Reider, Paul J

“…5-Pyridyl- and 5-aryl-2-furaldehydes are prepared from furaldehyde diethyl acetal in a four-step, one-pot procedure:  (i) deprotonation; (2) Li to Zn…”
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Rapid End-Game Process Development and First GMP Production of MK-7845: An Experimental Antiviral Treatment for COVID-19 by Deprez, Nicholas R., Hughes, Jonathan M. E., Badir, Shorouk O., Popov, Stasik, Andreani, Teresa, Bade, Rachel S., Hartmanshenn, Clara, Kwok, Thomas Tai-min, Gauthier, Donald R., Salehi Marzijarani, Nastaran, Sakhaei, Zeinab, Drout, Riki, Castro, Steve, Schenk, David J., Wolstenholme, Charles, Padivitage, Nilusha, Welch, Cody, Kowalski, Jason R., Kassim, Brittany, Liu, Yong, Cohen, Ryan D., Confer, Alex M., Dal Poggetto, Guilherme, Brunskill, Andrew P. J., Peng, Feng, Qi, Ji, Xu, Jing, Lin, Mingxiang, McCabe Dunn, Jamie M.

“…We describe the rapid end-game process development for the first good manufacturing process (GMP) delivery of the 3C-like protease inhibitor MK-7845 (1), an…”
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13 C NMR-Based Approaches for Solving Challenging Stereochemical Problems by Ndukwe, Ikenna E, Brunskill, Andrew, Gauthier, Jr, Donald R, Zhong, Yong-Li, Martin, Gary E, Williamson, R Thomas, Reibarkh, Mikhail, Liu, Yizhou

“…Determining the configuration of proton-deficient molecules is challenging using conventional NMR methods including nuclear Overhauser effect (NOE) and the…”
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Practical Synthesis of a HIV Integrase Inhibitor by Zhong, Yong-Li, Pipik, Brenda, Lee, Jaemoon, Kohmura, Yoshinori, Okada, Shigemitsu, Igawa, Kazunobu, Kadowaki, Chie, Takezawa, Akihiro, Kato, Shinji, Conlon, David A, Zhou, Hua, King, Anthony O, Reamer, Robert A, Gauthier, Jr, Donald R, Askin, David

“…A practical and efficient synthesis of the potent HIV integrase inhibitor 1 is described. Starting from readily available 3,4-dihydro-2H-pyran, the six-step…”
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