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13 results on '"Suju Mathew"'

1. Development of an Intrinsically Safer Methanolysis/Aromatic Nitro Group Reduction for Step 1 and 2 of Talazoparib Tosylate

Author

Steven J. Fussell, Craig J. Knight, Michael Hawksworth, Daniel Laity, Suju Mathew, Samantha V. Oke, Philip Peach, David S. B. Daniels, Olivier Dirat, Robert Crook, Adam Gymer, and Samantha Prior

Subjects
chemistry.chemical_compound, Chemistry, SAFER, Organic Chemistry, Nitro, Talazoparib, Physical and Theoretical Chemistry, Nitro reduction, Platinum on carbon, Combinatorial chemistry
Abstract

A change in facility for the synthesis of the step 2 intermediate for talazoparib tosylate (1·TsOH) required the development of an alternative, intrinsically safer process. Rapid route scouting and...

Published
2021
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2. The Green Chemistry Articles of Interest

Author

Suju Mathew, Matthew R. Hickey, Lynnette Oh, Luke D. Humphreys, Paul G. Richardson, David Hughes, Peter J. Dunn, Timothy D. White, John D. Hayler, Stijn Wuyts, Bernard Kaptein, Fabrice Gallou, Bill Hinkley, Apurba Bhattacharya, Kenneth J. Fraunhoffer, Rakeshwar Bandichhor, and Louis J. Diorazio

Subjects
Green chemistry, Polymer science, Chemistry, Organic Chemistry, Physical and Theoretical Chemistry
Published
2014
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3. Green Chemistry Articles of Interest to the Pharmaceutical Industry

Author

Rakeshwar Bandichhor, Apurba Bhattacharya, Louis Diorazio, Peter Dunn, Kenneth Fraunhoffer, Fabrice Gallou, John Hayler, Matthew Hickey, Bill Hinkley, David Hughes, Luke Humphreys, Bernd Janocha, Bernard Kaptein, Suju Mathew, Thomas Rammeloo, Paul Richardson, and Timothy White

Subjects
Organic Chemistry, Physical and Theoretical Chemistry
Published
2013
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4. Green Chemistry Articles of Interest to the Pharmaceutical Industry

Author

L. Amarnath, Ian Andrews, Rakeshwar Bandichhor, Apurba Bhattacharya, Peter Dunn, John Hayler, William Hinkley, Nicole Holub, David Hughes, Luke Humphreys, Bernard Kaptein, Hare Krishnen, Kurt Lorenz, Suju Mathew, G. Nagaraju, Thomas Rammeloo, Paul Richardson, Lijun Wang, Andrew Wells, and Timothy White

Subjects
Organic Chemistry, Physical and Theoretical Chemistry
Published
2012
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5. The use of environmental metrics to evaluate green chemistry improvements to the synthesis of (S,S)-reboxetine succinate

Author

Suju Mathew, Adam Scott, Gemma Scotney, Graham Checksfield, Peter J. Dunn, Doug Critcher, Alexander Wilder, Stuart Field, Geoffrey M. H. Walker, Roger M. Howard, Laurence James Harris, and Georges Assaf

Subjects
Green chemistry, Sharpless epoxidation, chemistry.chemical_compound, Chemistry, Morpholine, Environmental Chemistry, Organic chemistry, Alcohol, Enzymatic process, Green chemistry metrics, Primary alcohol, Pollution
Abstract

The Pfizer Green Chemistry metrics program is described and exemplified with a case history involving the synthesis of (S,S)-reboxetine succinate. The initial route used a classical resolution approach and generated high levels of waste. This route was replaced by an enantiospecific synthesis which used Sharpless epoxidation chemistry, an enzymatic process to selectively protect a primary alcohol and a new efficient method of chiral morpholine construction as key steps. These improvements reduced the levels of waste produced by the synthesis by more than 90%. Detailed metrics starting from a common starting material (trans-cinnamyl alcohol) for all routes of synthesis are presented.

Published
2012
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6. Commercial Synthesis of (S,S)-Reboxetine Succinate: A Journey To Find the Cheapest Commercial Chemistry for Manufacture

Author

Suju Mathew, Stewart T. Hayes, Christian T. Regius, Adam Scott, Chi Cheung, Doug Critcher, Roger M. Howard, Laurence James Harris, Georges Assaf, Graham Checksfield, and Gemma Scotney

Subjects
Stability test, Process (engineering), Organic Chemistry, Nanotechnology, Biochemical engineering, Physical and Theoretical Chemistry
Abstract

The development of a synthetic process for (S,S)-reboxetine succinate, a candidate for the treatment of fibromylagia, is disclosed from initial scale-up to deliver material for registrational stability testing through to commercial route evaluation and subsequent nomination. This entailed evaluation of several alternative routes to result in what would have been a commercially attractive process for launch of the compound.

Published
2011
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7. The Lactol Route to Fesoterodine: An Amine-Promoted Friedel–Crafts Alkylation on Commercial Scale

Author

Andrew J. Bibb, Petar I. Nikiforov, Stuart Field, Steven J. Fussell, Olivier Dirat, Mason Clive Philip, Alan John Pettman, Colin M. Burns, Green Stuart, Ian B. Moses, Jinu S. Mathew, Graham Checksfield, Barry Richard Dillon, Flavien Susanne, and Suju Mathew

Subjects
Lactol, Organic Chemistry, Diisopropylamine, Context (language use), Alkylation, Cinnamaldehyde, chemistry.chemical_compound, chemistry, Fesoterodine, medicine, Organic chemistry, Amine gas treating, Physical and Theoretical Chemistry, Friedel–Crafts reaction, medicine.drug
Abstract

We report the discovery and optimization of an amine-promoted Friedel–Crafts alkylation of cinnamaldehyde with 4-hydroxymethyl phenol. This reaction has been used successfully on commercial scale (200 kg) in the context of the manufacture of fesoterodine, a muscarinic antagonist used for the treatment of overactive bladder. Reductive aminations of diisopropylamine and lactol 4 are also discussed, as well as the resolution of the racemic amine rac-2 into its enantiomerically pure form.

Published
2011
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9. Application of a process friendly morpholine synthesis to (S,S)-Reboxetine

Author

Alan John Pettman, Suju Mathew, Georges Assaf, Doug Critcher, Gemma Cansell, Stewart T. Hayes, and Stuart Field

Subjects
Reboxetine, Organic Chemistry, Epoxide, Alcohol, Ring (chemistry), Biochemistry, chemistry.chemical_compound, chemistry, Morpholine, Scientific method, Drug Discovery, medicine, Organic chemistry, medicine.drug
Abstract

We report our results on the construction of a morpholine ring system from the corresponding epoxide and amino alcohol. From this study, we were able to convert a previous four-step synthesis into a more efficient two-step process.

Published
2010
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