Shea J. O’Sullivan, James I. Murray, Eric Kircher, Zhou Li, Tsang-Lin Hwang, Seb Caille, Janine K. Tom
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引用次数: 0
Abstract
A direct glycosylation was developed to enable the supply of a key intermediate in the synthesis of a targeting N-acetylgalactosamine (GalNAc) ligand. Kinetic experiments were performed to elucidate possible mechanistic differences between transformations catalyzed by two potential metal triflate catalysts, revealing a change in the rate-limiting step upon alteration of the metal center. Selection of a bismuth triflate catalyst led to a more efficient and robust process, which halved the number of unit operations, reduced solvent waste by 70%, and increased the isolated yield by 60% compared to traditional indirect glycosylation conditions.
期刊介绍：
The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools，process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.
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