Zobrazeno 1 - 10
of 79
pro vyhledávání: '"David M, Tschaen"'
Autor:
Mark A. Huffman, Yingju Xu, Aaron M. Whittaker, Kevin M. Maloney, Teresa Andreani, David M. Tschaen, Andrew Brunskill, François Lévesque, Hongming Li, Christopher C. Nawrat, Mark McLaughlin, Hao Yang, Anna Fryszkowska, Niki R. Patel
Publikováno v:
Organic letters. 22(12)
The synthesis of the potent anti-HIV investigational treatment islatravir is described. The key step in this synthesis is a highly enantioselective catalytic asymmetric alkynylation of a ketone. This reaction is a rare example of the asymmetric addit
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8866cb9f28b97cbbb694b890f24515f1
https://pubmed.ncbi.nlm.nih.gov/32516536
https://pubmed.ncbi.nlm.nih.gov/32516536
Autor:
Mark Weisel, Hongming Li, Teresa Andreani, Christopher C. Nawrat, Aaron M. Whittaker, David M. Tschaen, Mark A. Huffman, Ryan D. Cohen, Mark McLaughlin, Bangwei Ding
Publikováno v:
Organic letters. 22(6)
A stereoselective nine-step synthesis of the potent HIV nucleoside reverse transcriptase translocation inhibitor (NRTTI) islatravir (EfdA, MK-8591) from 2-deoxyribose is described. Key findings include a diastereodivergent addition of an acetylide nu
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2e04dea89c93801ec7898043b5b4056f
https://pubmed.ncbi.nlm.nih.gov/32108487
https://pubmed.ncbi.nlm.nih.gov/32108487
Autor:
Birgit Kosjek, Oscar Alvizo, Nobuyoshi Yasuda, Mark A. Huffman, John Limanto, Eric R. Ashley, Zhijian Liu, Artis Klapars, Alan M. Hyde, Xiuyan Gu, Guiquan Liu, Yong-Li Zhong, Nicholas J. Agard, Lushi Tan, David M. Tschaen
Publikováno v:
Organic Letters. 18:5888-5891
A scalable and efficient synthesis of the GPR40 agonist MK-8666 was developed from a simple pyridine building block. The key step to set the stereochemistry at two centers relied on an enzymatic dynamic kinetic reduction of an unactivated ketone. Dir
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4d1a98b5df619fcaaff680f336038241
https://doi.org/10.1021/acs.orglett.6b02910
https://doi.org/10.1021/acs.orglett.6b02910
Autor:
Michael Shevlin, Melodie Christensen, Bangping Xiang, Michael R. Luzung, David M. Tschaen, Teresa Andreani, Stephen M. Dalby, Guy R. Humphrey, Zhiguo Jake Song, Kevin M. Belyk
Publikováno v:
Organic Process Research & Development. 20:1097-1103
The development of a concise asymmetric synthesis of the antiviral development candidate letermovir is reported, proceeding in >60% yield over a total of seven steps from commercially available materials. Key to the effectiveness of this process is a
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::cbb7d845915ca1bcfb4ba89e7076fb2c
https://doi.org/10.1021/acs.oprd.6b00076
https://doi.org/10.1021/acs.oprd.6b00076
Autor:
Feng Xu, Yoshinori Kohmura, Michael J. Zacuto, Jon Rosen, Jeremy P. Scott, Andrew D. Gibb, Mahbub Alam, David M. Tschaen
Publikováno v:
Organic Letters. 16:5422-5425
A practical synthesis of a highly functionalized tetrahydropyran DPP-4 inhibitor is described. The asymmetric synthesis relies on three back-to-back Ru-catalyzed reactions. A Ru-catalyzed dynamic kinetic resolution (DKR) reduction establishes two con
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::506a2870d5e7ed36caaec856133bac03
https://doi.org/10.1021/ol502661g
https://doi.org/10.1021/ol502661g
Autor:
Andrew Nolting, Daniel Zewge, Jacob M. Janey, Zhiguo J. Song, David M. Tellers, Paul N. Devine, Steven F. Oliver, David M. Tschaen, Dietrich Steinhuebel, Peter G. Dormer
Publikováno v:
Organic Process Research & Development. 18:423-430
A practical synthesis of a macrocyclic HCV protease inhibitor, MK-1220, is described. The key features are a new synthesis of the trisubstituted isoquinoline, Sonogashira fragment coupling, and a high-yielding, 18-membered macrolactam formation.
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::cbf334ca5638136824f43950b4968800
https://doi.org/10.1021/op400331j
https://doi.org/10.1021/op400331j
Autor:
Harold B. Wood, Nobuyoshi Yasuda, Rebecca T. Ruck, Ephraim M. Bassan, Thomas Vickery, Izzat T. Raheem, Dienemann Erik A, Khateeta M. Emerson, Guy R. Humphrey, David M. Tschaen
Publikováno v:
Organic Process Research & Development. 17:1611-1616
Process safety is an important consideration not only when conducting reactions on manufacturing scale, but also on lab and kilo lab scale. This contribution presents a discussion of Merck’s Reaction Review policy, originally specific to Process Ch
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::fcbc1d0a9914a38c4620bea6c785e11c
https://doi.org/10.1021/op4002033
https://doi.org/10.1021/op4002033
Publikováno v:
The Journal of organic chemistry. 81(20)
A novel method for the oxidation of indolines to indoles is described. The method uses a Cu(I) catalyst and an organic percarbonate as the stoichiometric oxidant. The procedure was successfully applied at 0.5 kg scale in the production of a key inter
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d8a7826b1f64db72cd1596c061c059ec
https://pubmed.ncbi.nlm.nih.gov/27700080
https://pubmed.ncbi.nlm.nih.gov/27700080
Publikováno v:
Topics in current chemistry (Cham). 374(6)
This article reviews antiviral therapies that have been approved for human use during the last decade, with a focus on the process chemistry that enabled access to these important drugs. In particular, process chemistry highlights from the practical
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ecfcb49aa27e5962dee1e419221a9d6f
https://pubmed.ncbi.nlm.nih.gov/27807768
https://pubmed.ncbi.nlm.nih.gov/27807768