Zobrazeno 1 - 10 of 22 pro vyhledávání: '"James H. Simpson"'
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Preparation of the HIV Attachment Inhibitor BMS-663068. Part 8. Installation of the Phosphonoxymethyl Prodrug Moiety
Autor: David A. Conlon, Richard L. Schild, Thomas E. La Cruz, Martin D. Eastgate, Eric M. Saurer, Benjamin M. Cohen, Jason T. Sweeney, Adam Joseph Freitag, Andrew W. Glace, Victor W. Rosso, James H. Simpson, Tripp Jonathan Clive, Chien-Kuang Chen, Richard J. Fox, Gregory L. Beutner, Elizabeth Borgeson
Publikováno v: Organic Process Research & Development. 21:1166-1173
The reaction optimization of an alkylation to enable the production of the penultimate intermediate of an HIV-attachment inhibitor candidate is described. To address the challenges associated with the reactivity and stability of di-tert-butyl (chloro
Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::47783a985ada5bdce2e68982e2c82d92
https://doi.org/10.1021/acs.oprd.7b00135
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3
Preparation of the HIV Attachment Inhibitor BMS-663068. Part 4. Synthesis of the 6-Azaindole Core
Autor: James H. Simpson, Ke Chen, Victor Hung, Michelle Soltani, Maxime Soumeillant, Saravanababu Murugesan, Ivy Sabrina E, Michael S. Bultman, Martin D. Eastgate, Thomas E. La Cruz, Jason T. Sweeney, David A. Conlon, Richard L. Schild, Junying Fan, Frederic G. Buono, Christina Ann Risatti, Fanfair Dayne Dustan
Publikováno v: Organic Process Research & Development. 21:1131-1136
We report research focused on the construction of the 6-azaindole core, a key intermediate in the synthesis of the clinical candidate BMS-663068. The work describes an efficient and scalable method to access the 6-azaindole from a protected 3-ketopyr
Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::053b20731232b30b3a271ae1e25e7311
https://doi.org/10.1021/acs.oprd.7b00152
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4
Preparation of the HIV Attachment Inhibitor BMS-663068. Part 2. Strategic Selections in the Transition from an Enabling Route to a Commercial Synthesis
Autor: James H. Simpson, Michelle Soltani, Yi Hsiao, Bin Zheng, Michael S. Bultman, Christina Ann Risatti, Maxime Soumeillant, David A. Conlon, Martin D. Eastgate, Boguslaw Mudryk, Thomas E. La Cruz, Ke Chen, Tripp Jonathan Clive
Publikováno v: Organic Process Research & Development. 21:1110-1121
During the process of developing a synthesis to a complex molecule, multiple decisions are made regarding the strategies and tactics used to prepare key bonds. In this article, we preface a series of papers describing the development of the commercia
Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::31387c1bc43af9d8971ca3690ef364db
https://doi.org/10.1021/acs.oprd.7b00121
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6
A pilot-scale synthesis of (1R)-trans-2-(2,3-dihydro-4-benzofuranyl)cyclopropanecarboxylic acid: a practical application of asymmetric cyclopropanation using a styrene as a limiting reagent
Autor: Michael Totelben, Richard H. Mueller, Jollie D. Godfrey, James H. Simpson, Jason Hamm, Edward J. Delaney, Victor W. Rosso, Rajendra P. Deshpande, Atul S. Kotnis, Rita Fox, David J. Kacsur
Publikováno v: Tetrahedron: Asymmetry. 14:3569-3574
Asymmetric cyclopropanation of styrene 1 (as the limiting reagent) was demonstrated using excess ethyl diazoacetate and catalytic Ru(ip-Pybox). Selective hydrolysis of the resulting 90:10 trans : cis mixture of cyclopropane 4 generated cyclopropyl ac
Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::b6daf43781bfc4eec1ae829be10209c2
https://doi.org/10.1016/j.tetasy.2003.08.041
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9
Synthesis of Z-5-Carboxymethylene-1,3-dioxolan-4-ones: A Better Way
Autor: James H. Simpson, Keming Zhu, Edward J. Delaney, William A. Nugent
Publikováno v: The Journal of Organic Chemistry. 72:3949-3951
The title compounds were prepared by a straightforward two-step procedure. Tartaric acid was first protected as either a bis(ketal) or a bis(acetal). This intermediate was then treated with potassium tert-butoxide at reduced temperature to effect a s
Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c30238d17e54e6e0f731e34a108cc9ac
https://doi.org/10.1021/jo0700171
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10
A chemoselective, acid mediated conversion of amide acetal to oxazole: The key step in the synthesis of cardiovascular drug, ifetroban sodium
Autor: Wen Sen Li, Kenneth J. Natalie, Lee J. Silverberg, John J. Venit, Shankar Swaminathan, Ambarish K. Singh, Raymond E. Weaver, James H. Simpson
Publikováno v: Tetrahedron Letters. 39:4769-4772
The cyclization of acetal amide was carried out with trimethylsilyl trifluoromethanesulfonate, followed by elimination using sodium methoxide to give 2,5-disubstituted oxazole, thus completing a new route to the cardivascular drug ifetroban sodium.
Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::85ae8d01f76427c6296bcb72a90dbfe6
https://doi.org/10.1016/s0040-4039(98)00904-6
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