A5030557385- Asymmetric Synthesis and Catalysis
- Chemistry and Chemical Engineering
- X-ray Diffraction in Crystallography
- Innovative Microfluidic and Catalytic Techniques Innovation
- Crystallization and Solubility Studies
- Synthesis and Catalytic Reactions
- Process Optimization and Integration
- Oxidative Organic Chemistry Reactions
- Synthetic Organic Chemistry Methods
- Carbohydrate Chemistry and Synthesis
- Machine Learning in Materials Science
- Computational Drug Discovery Methods
- Glycosylation and Glycoproteins Research
- Asymmetric Hydrogenation and Catalysis
- Axial and Atropisomeric Chirality Synthesis
- Synthesis of Indole Derivatives
- Catalytic C–H Functionalization Methods
- Chemical Synthesis and Reactions
- Organic Chemistry Cycloaddition Reactions
- Microbial Natural Products and Biosynthesis
- Molecular spectroscopy and chirality
- Crystallography and molecular interactions
- Catalytic Cross-Coupling Reactions
- Chemical Synthesis and Analysis
- Inorganic and Organometallic Chemistry
Bristol-Myers Squibb (United States)
2017-2022
The Bristol-Myers Squibb Children's Hospital
2022
Green Chemistry
2019
Bristol-Myers Squibb (Germany)
2019
Ann Arbor Center for Independent Living
2012-2014
University of Michigan
2012-2013
We report the development of an open-source experimental design via Bayesian optimization platform for multi-objective reaction optimization. Using high-throughput experimentation (HTE) and virtual screening data sets containing high-dimensional continuous discrete variables, we optimized performance by fine-tuning algorithm components such as encodings, surrogate model parameters, initialization techniques. Having established framework, applied optimizer to real-world test scenarios...
Catalytic enantioselective and diastereoselective spiroketalizations with BINOL-derived chiral phosphoric acids are reported. The catalyst can override the inherent preference for formation of thermodynamic spiroketals, highly selective nonthermodynamic spiroketals could be achieved under reaction conditions.
This report provides an overview of the recent synthetic efforts directed toward assembly complex 2-deoxy-β-glycoside-containing natural products landomycin A, apoptolidin digitoxin, lomaiviticin incednine, and versipelostatin. In particular, intention this review is to cover work published since earlier reports on topic by Lowary Hou (2009) Franck Marzabadi (2000).
The large and steadily growing demand for medicines combined with their inherent resource-intensive manufacturing necessitates a relentless push sustainable production. Pharmaceutical companies are constantly seeking to perform reliable life cycle assessments of medicinal products assess the true value development achievements; however, they find themselves impeded by lack universal metric system that allows objective quantification underlying core denominators. Guided unambivalent purpose...
Three's a crowd: The combination of Brønsted acid and hydrogen-bond donor cocatalyst was found to promote various ionic [2+4] cycloadditions under mild reaction conditions (see scheme; Ts=4-toluenesulfonyl). Thiophosphoramides are the most effective cocatalysts because stronger counterion activation effect resulting from three, rather than two, hydrogen bonds involved in anion binding.
In an effort to improve sustainability and reduce the cost of goods for active pharmaceutical ingredients (APIs), pharma companies have partnered on varying portions their supply chain with contract providers. This approach brings it numerous benefits but also logistical challenges. However, offers opportunities integrate sustainable science via green chemistry engineering more holistically into entire sequence. The ACS Green Chemistry Institute Pharmaceutical Roundtable (GCIPR) provides a...
Designing efficient and green approaches to complex molecules is a challenge faced by any organization seeking deliver modern pharmaceutical compounds patients. The outcome of route design effort, in terms efficiency, largely governed the disconnections synthetic strategies generated during process scouting, coupled with decisions made individuals responsible for research. In this article, we delineate an approach, based on historical data, capable quantifying probable efficiency proposed...
This work describes chiral phosphoric acid (CPA)-catalyzed desymmetrizative glycosylation of<italic>meso</italic>-diol derived from 2-deoxystreptamine.
Catalytic procedures are described for the amine-directed borylation of aliphatic and aromatic tertiary amine–boranes. Sequential double is observed in cases where two or more C–H bonds available that allow 5-center 6-center intramolecular borylation. The HNTf2-catalyzed benzylamine–boranes provides a practical means synthesis ortho-substituted arylboronic acid derivatives, suitable Suzuki–Miyaura cross-coupling applications.
The invention of a commercial route to the Bruton's tyrosine kinase inhibitor branebrutinib (BMS-986195) in four total chemical steps is described. execution high-throughput experimentation (HTE) coupled with first-principles approach across proposed synthetic enabled identification novel indolization reaction that rapidly generated high complexity, as centerpiece synthesis. A parallel HTE strategy during design efficient and rapid evaluation multiple options within short timeframe complete...
Unter milden Bedingungen vermittelt eine Brønsted-Säure gemeinsam mit einem Wasserstoffbrückendonor als Cokatalysator verschiedene ionische [2+4]-Cycloadditionen (siehe Schema; Ts=4-Toluolsulfonyl). Thiophosphoramide sind die besten Cokatalysatoren, weil sie das Anion nicht nur über zwei, sondern drei Wasserstoffbrücken binden und so sein Gegenion stärker aktivieren.
We report the development of an open-source Experimental Design via Bayesian Optimization platform for multi-objective reaction optimization. Using high-throughput experimentation (HTE) and virtual screening datasets containing high-dimensional continuous discrete variables, we optimized performance by fine-tuning algorithm components such as encodings, surrogate model parameters initialization techniques. Having established framework, applied optimizer to real-word test scenarios...
Herein we describe a green-by-design approach to route selection and development, assisted by predictive analytics historical data. In order aid the of more efficient strategies, created user-friendly web application, “PMI Prediction Calculator,” foretell probable efficiencies proposed synthetic routes, prior their evaluation in laboratory. This tool can also be used benchmark outcome performance developed process. We expect that use this app will bring greater awareness sustainability...
Abstract The first asymmetric N‐triflylphosphoramide‐catalyzed ionic [2 + 4] cycloaddition reaction of unsaturated acetals is described.
<div>Herein we describe a green-by-design approach to route selection and development, assisted by predictive analytics historical data. In order aid the of more efficient strategies, created user-friendly web application, “PMI Prediction Calculator,” foretell probable efficiencies proposed synthetic routes, prior their evaluation in laboratory. This tool can also be used benchmark outcome performance developed process. We expect that use this app will bring greater awareness...
The 1,4-diacyloxylation of 1,3-cyclohexadiene (CHD) affords valuable stereochemically defined scaffolds for natural product and pharmaceutical synthesis. Existing cis-selective diacyloxylation protocols require superstoichiometric quantities benzoquinone (BQ) or MnO
Abstract Review: 131 refs.
Abstract The axially chiral BINOL‐derived phosphoric acid TRIP is an efficient catalyst for highly enantio‐ or diastereoselective cyclization reactions of various achiral and cyclic enol ethers to give nonthermodynamic spiroketals.