Zobrazeno 1 - 10
of 27
pro vyhledávání: '"Brian C. Vanderplas"'
Autor:
Brian M. Andresen, Brian C. Vanderplas, John L. Tucker, Janice E. Sieser, Maxime Riou, Teresa M. Makowski, Joel M. Hawkins, Melina Girardin, Arun Ghosh, Kristina Dupont-Gaudet, Nga M. Do, Keith M. DeVries, Michel Couturier, Stéphane Caron, Timothy J.N. Watson
Publikováno v:
CHIMIA, Vol 60, Iss 9 (2006)
This account depicts strategies adopted during the development of the κ-opioid receptor agonist CJ-15,161. While the original discovery synthesis was enabled for scale-up, concomitant process research aimed at identifying a novel and more efficient
Externí odkaz:
https://doaj.org/article/1daf32e3459c4f47b3728c496035ce70
Autor:
Gerald A. Weisenburger, Brian Patrick Chekal, Janice E. Sieser, Brian C. Vanderplas, David B. Damon, Michael St. Pierre, John G. Van Alsten, Carlos Mojica, Kyle R. Leeman, Danny Lafrance, Carrie Wager, Shu Yu, Rajappa Vaidyanathan, Gregory J. Withbroe, Karen Sutherland, Andrew S. Palm
Publikováno v:
Organic Process Research & Development. 19:1944-1953
A de novo three-step-one-pot process for the formation of PF-04191834 was developed. This methodology employed inexpensive, odorless, and readily available commodity chemical iso-octyl-3-mercaptopropionate as a sulfur source, which could be a general
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::b86ed2168e64162a477212d79c402d9c
https://doi.org/10.1021/op500412a
https://doi.org/10.1021/op500412a
Autor:
Brian C. Vanderplas, Richard A. Wisdom, Robert A. Singer, Michael Paul Burns, Shu Yu, Carlos A. Martinez
Publikováno v:
Organic Process Research & Development
A chemoenzymatic route for the production of an intermediate to a gamma secretase inhibitor is described. The route is robust and was run at multikilogram scale. The process employs both a transaminase catalyzed reductive amination of a substituted t
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6591657528b6505886bf05fd52e84e74
Autor:
R. Matt Weekly, Zhihui Peng, Hahdi H. Perfect, Teresa W. Makowski, Jade D. Nelson, Eric C. Hansen, Michele T. Drexler, David Place, Pascal Dube, Mark Olivier, Paul Bowles, Jason Mustakis, Nga M. Do, Stephane Caron, John J. Salisbury, John A. Ragan, Kris N. Jones, Tomislav A. Ljubicic, Shengquan Duan, Corey L. Stanchina, Brian P. Jones, Steven J. Brenek, Brian C. Vanderplas, Mark E. Webster
Publikováno v:
Organic Process Research & Development. 18:66-81
A practical synthesis of SGLT2 inhibitor candidate ertugliflozin (1) has been developed for potential commercial application. The highly telescoped process involves only three intermediate isolations over a 12-step sequence. The dioxa-bicyclo[3.2.1]o
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::99c15ce612c3730496c6e393c8588d79
https://doi.org/10.1021/op4002802
https://doi.org/10.1021/op4002802
Autor:
Stuart Taylor, Gregory W. Sluggett, Brian G. Conway, Leo Joseph Letendre, Robert A. Singer, Nicola Mawby, Kevin Meldrum, Jon Blunt, Zhihui Peng, Kyle R. Leeman, John A. Ragan, Holly Strohmeyer, Eric M. Cordi, Li-Jen Ping, Janice E. Sieser, Roberto Colon-Cruz, Brian C. Vanderplas
Publikováno v:
Organic Process Research & Development. 18:36-44
This paper describes an improved sequence for the conversion of an oxazolidinone (3) to a β-keto lactone (5). The primary drivers behind this change were the modest and variable yields observed in the intramolecular cyclization to generate the β-ke
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::249802ea1a0efa9c951d4e02f1bee3a6
https://doi.org/10.1021/op400236r
https://doi.org/10.1021/op400236r
Autor:
Gregory J. Withbroe, Chris Seadeek, Rajappa Vaidyanathan, Brian C. Vanderplas, Kevin P. Girard, Steven M. Guinness
Publikováno v:
Organic Process Research & Development. 17:500-504
This article describes a systematic approach used to streamline the process for the isolation of bosutinib monohydrate, a promiscuous solvate former. A thorough understanding of the complex solid form landscape was garnered, and this knowledge was us
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::7eb02567bcf10cd24f2de6af0d80d8f4
https://doi.org/10.1021/op300087r
https://doi.org/10.1021/op300087r
Autor:
Cawley James Joseph, Roberto Colon-Cruz, Nathan D. Ide, Brian C. Vanderplas, Rajesh Kumar, Zhihui Peng, Weiling Cai, John A. Ragan
Publikováno v:
Organic Process Research & Development. 14:1402-1406
An efficient synthesis of chloromethyl 2-ethoxy-2-methylpropanoate from 2-bromoisobutyric acid is reported. Four developments were key to this route: (i) a mild, base-mediated ethanolysis of a tertiary alkyl bromide, (ii) a sodium bisulfite purge of
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::9b8b464ce0b79e60b40fb2ac85f441e8
https://doi.org/10.1021/op1002038
https://doi.org/10.1021/op1002038
Autor:
Thomas Andrew Brandt, David B. Damon, David A. Griffith, Lulin Wei, Peter Robert Rose, Brian C. Vanderplas, Arun Ghosh, Sandeep Kedia, Stephane Caron, John A. Ragan, Joseph DiBrino
Publikováno v:
Tetrahedron. 65:3292-3304
CE-178,253 benzenesulfonate (1) is a CB1 antagonist discovered by Pfizer medicinal chemists. Two syntheses of this compound are described. The first, based on the discovery synthesis, involves assembly of an aryl-substituted pyrazolotriazine core ont
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::20cd8cdc23de05c8b789ec22d09e6bcc
https://doi.org/10.1016/j.tet.2008.10.067
https://doi.org/10.1016/j.tet.2008.10.067
Autor:
Peter Robert Rose, Denis Lynch, David B. Damon, Darragh Breen, Nga M. Do, Busch Frank R, John A. Ragan, Maria M. O’Sullivan, Eric M. Cordi, Joseph A. Mongillo, Brian C. Vanderplas, Jon Blunt, Ruth E. McDermott, Dennis E. Bourassa, Alanya Engtrakul
Publikováno v:
Organic Process Research & Development. 13:186-197
Development of an efficient bond-forming sequence and optimization of reaction conditions are described for the synthesis of CP-945,598-01 (1·HCl), a CB1 antagonist in clinical studies for the treatment of obesity. Reordering of the bond-forming seq
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::83d0f4ddf324d49a16e57d95f896a5f2
https://doi.org/10.1021/op800255j
https://doi.org/10.1021/op800255j
Autor:
Devries Keith Michael, Frank J. Urban, Michael W. Snyder, Brian C. Vanderplas, Raggon Jeffrey W, Fox Darrell E
Publikováno v:
Organic Process Research & Development. 8:583-586
A scaleable synthesis of the β-3 adrenergic receptor agonist, (4-{2-[2-(6-aminopyridin-3-yl)-(2R)-hydroxy-ethylamino]ethoxy}phenyl)acetic acid is presented. The key coupling step utilizes a silyl-p...
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::06f9a3a675b0283cd924875d53aea249
https://doi.org/10.1021/op049969o
https://doi.org/10.1021/op049969o