2021
DOI: 10.1002/ange.202109887
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Automated, Multistep Continuous‐Flow Synthesis of 2,6‐Dideoxy and 3‐Amino‐2,3,6‐trideoxy Monosaccharide Building Blocks

Abstract: An automated continuous flow system capable of producing protected deoxy-sugar donors from commercial material is described. Four 2,6-dideoxy and two 3-amino-2,3,6trideoxy sugars with orthogonal protecting groups were synthesized in 11-32 % overall yields in 74-131.5 minutes of total reaction time. Several of the reactions were able to be concatenated into a continuous process, avoiding the need for chromatographic purification of intermediates. The modular nature of the experimental setup allowed for reaction… Show more

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“…and then moving to the next step that requires maintenance of expensive storage inventory and is labour intensive, which increases the production cost. 32 Compared to the batch process, the alternative integrated continuous process using small diameter tubing arranged in solenoid form consumes less space and enables inline quenching, extraction and purification, thereby decreasing labour intensity and improving safety. [33][34][35][36][37] After optimizing the individual conditions to access the last four steps in flow, we attempted the concept of end-to-end continuous manufacturing of darunavir.…”
Section: Reaction Chemistry and Engineering Papermentioning
confidence: 99%
“…and then moving to the next step that requires maintenance of expensive storage inventory and is labour intensive, which increases the production cost. 32 Compared to the batch process, the alternative integrated continuous process using small diameter tubing arranged in solenoid form consumes less space and enables inline quenching, extraction and purification, thereby decreasing labour intensity and improving safety. [33][34][35][36][37] After optimizing the individual conditions to access the last four steps in flow, we attempted the concept of end-to-end continuous manufacturing of darunavir.…”
Section: Reaction Chemistry and Engineering Papermentioning
confidence: 99%