Organic Process Research & Development · 2016 · 50 citations · 2 references
Life SciencesBiotechnologyPharmaceutical BiotechnologyIndustrial BiotechnologyMicrobial BiotechnologyPharmaceutical ManufacturingAntibiotic ProductionBeta-lactam ResistanceBioprocess DevelopmentBioprocess OptimizationIndustrial BiocatalysisBeta-lactamase InhibitorsCarbapenem-hydrolyzing EnzymesHydrogenationHydrogenation ReactionsManufacturingManufacturing Cost OptimizationProduct Yield OptimizationReaction Process Optimization
Process development work to provide an efficient, robust, and cost-effective manufacturing route to avibactam, a β-lactamase inhibitor is presented herewith. Aspects of this optimization work include the counterintuitive introduction of a protecting group to effect a difficult urea formation and the use of controlled feed hydrogenation conditions to facilitate an elegant one pot debenzylation and sulfation reaction. Overall, the commercial process delivers avibactam in much improved yield with significant reduction in the environmental footprint.
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Concepción Jiménez‐González, Celia S. Ponder, Quirinus B. Broxterman et al. · Organic Process Research & Development · 2011 · 860 citations