Zobrazeno 1 - 10
of 19
pro vyhledávání: '"Wendel W. Doubleday"'
Autor:
Tamar Rosenbaum, Ivy Sabrina E, Fulya Akpinar, Eric M. Saurer, Douglas D. McLeod, Payack Joseph Francis, David A. Conlon, Richard L. Schild, Sloan Ayers, Michael Peddicord, Michelle Soltani, Glenn Ferreira, Joshua Engstrom, Antonio Ramirez, Robert V. Forest, Michelle Haslam, Masano Huang, Deniz Erdemir, Fanfair Dayne Dustan, Alan Braem, Saravanababu Murugesan, Michael S. Bultman, Thomas E. La Cruz, Yande Huang, Charles Pathirana, Stephen Grier, Sapna Shah, Victor W. Rosso, Wei Ding, Jeanne W. Ho, Wendel W. Doubleday, Jonathan Marshall, Whitney Nikitczuk
Publikováno v:
Organic Process Research & Development. 21:1174-1185
This final communication, of a nine part publication series, details the process development history for the final synthetic step to prepare the drug substance BMS-663068 tris(hydroxymethyl)aminomethane (TRIS) salt. The challenge of developing a robu
Autor:
Schultz Mitchell J, Payack Joseph Francis, Thomas E. La Cruz, Deniz Erdemir, Peng Geng, Sévrine Broxer, Ivy Sabrina E, Chung-Pin H. Chen, David A. Conlon, Zhongmin Xu, Saravanababu Murugesan, Fanfair Dayne Dustan, Fritz Alan W, Ryan Cullen, Tripp Jonathan Clive, Boguslaw Mudryk, Wendel W. Doubleday, Richard J. Fox
Publikováno v:
Organic Process Research & Development. 21:1095-1109
The development of two enabling routes that led to the production of >1000 kg of BMS-663068 (3) is described. The route identified for the initial 100 kg delivery to support development activities and initial clinical trials involved the conversion o
Publikováno v:
Organic Process Research & Development. 20:2108-2115
A tricyclopropylamino acid derivative was prepared via Simmons–Smith cyclopropanation of the corresponding alkene. This transformation was plagued by inconsistent conversions, and the opportunity for the removal of the structurally similar alkene c
Autor:
Wendel W. Doubleday, Srinivas Tummala, Simon Leung, Susanne Kiau, Konstantinos Dambalas, Alaric J. Dyckman, Stephen T. Wrobleski, Luca Parlanti, Ehrlic Lo, Hong Wu, Katerina Leftheris, John Hynes, Paul C. Lobben, Zhongping Shi, Robert P. Discordia
Publikováno v:
Organic Process Research & Development. 16:1618-1625
The development of a practical synthesis for a p38 kinase inhibitor is described. The key advances include an improved route to the key intermediate, a substituted pyrrole, and a subsequent animation utilizing O-(4-nitrobenzoyl)hydroxylamine, which p
Autor:
Mayra B. Reyes, Simon Leung, Zenrong Gao, Theo Denzel, Chiajen Lai, Jack Z. Gougoutas, Mark Lindrud, Kevin J. Volk, Thomas P. Kissick, Victor W. Rosso, Gerard A. Crispino, Wei Meng, Pricilla Richberg, Prashant P. Deshpande, William N. Washburn, Mueller Richard H, David Hughes, Hidegard Lobinger, Renee Randazzo, Peter Hans Ermann, Michael E. Randazzo, Wendel W. Doubleday, Michael Fakes, Annie Pullockaran, Frederic G. Buono, Bruce A. Ellsworth, Janak Singh, John D. Dimarco
Publikováno v:
Organic Process Research & Development. 16:577-585
A practical synthesis of the SGLT-2 inhibitor β-C-aryl-d-glucoside (1) has been developed. The route employed 2,3,4,6-tetra-O-trimethlysilyl-d-glucano-1,5-lactone as the key chiral building block, prepared efficiently from the commercially available
Autor:
Derek Berglund, Jeffrey T. Bien, John Wasylak, Purushotham Vemishetti, David J. Kacsur, Jun Qiu, Oscar W. Haas, Chien-Kuang Chen, Yeung Y. Chan, Carrie A. Costello, Lori Spangler, Emily A. Reiff, Jale Muslehiddinoglu, Dale Vanyo, Stephane Gingras, Jaan A. Pesti, Nina Nguyen, Albert J. DelMonte, John A. Grosso, Chiajen Lai, Simon Leung, Wendel W. Doubleday, Michael J. Totleben, Paul Demena, Elisabeth Corbett, Martina Olzog, Dominique Thoraval, Serge Benoit, Melanie Miller, Robert P. Discordia, Zhinong Gao, Paul R. Brodfuehrer, Chenkou Wei
Publikováno v:
Organic Process Research & Development. 13:716-728
The development of a safe, robust process for the preparation of ravuconazole (1), an antifungal agent, is described. The discovery and development of procedures enabling the efficient synthesis of multikilogram quantities of 1 and the process demons
Autor:
Akin H. Davulcu, Kishta Katipally, Adam Littke, Mark D. Schwinden, Cary W. McConlogue, Rodney L. Parsons, Zhongmin Xu, Chiajen J. Lai, Gleeson Margaret M, Douglas D. McLeod, Jun Li, Wendel W. Doubleday
Publikováno v:
The Journal of Organic Chemistry. 74:4068-4079
BMS-317180 (1) is a potent, orally active agonist of the human growth hormone secretagogue (GHS) receptor. This manuscript details the process research and development efforts that enabled the synthesis of the phosphate salt of 1 on a multi-kilogram
Autor:
Pierre-Jean Colson, Wendel W. Doubleday, Joseph E. Duran, Payman N. Farid, Alok K. Awasthi, Mark L. Boys, Kimberly J. Cain-Janicki
Publikováno v:
The Journal of Organic Chemistry. 70:5387-5397
[reaction: see text] A practical, large-scale synthesis of a beta-amino ester 1 was developed. A chiral imine derived from (S)-phenylglycinol and 3-trimethylsilylpropanal was coupled with the Reformatsky reagent 3 with high diastereoselectivity (de98
Autor:
Wendel W. Doubleday, and James R. Behling, Mark L. Boys, Kimberly J. Cain-Janicki, Payman Farid, Pilipauskas Daniel R, Mangalya Kar, Sean T. Nugent
Publikováno v:
Organic Process Research & Development. 1:233-239
The large-scale preparation of the β-alkynyl β-amino acid ester (±)-1,1-dimethylethyl 3-amino-5-(trimethylsilyl)-4-pentynoate (A) is discussed. It was discovered that addition of a catalytic amount of lithium bis(trimethylsilyl)amide (LHMDS) to a
Publikováno v:
Synthetic Communications. 25:33-41
The reaction of allylmanganese(II) reagents with aldehydes gives alcohols with high regioselectivity. The allylmanganese(II) reagents are prepared by transmetallation between manganese(II) chloride and allyllithium compounds which are generated from