Seven‐Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification
Herein, the blockbuster antibacterial drug linezolid is synthesized from simple starting blocks by a convergent continuous flow sequence involving seven (7) chemical transformations. This is the highest total number of distinct reaction steps ever performed in continuous flow without conducting solv...
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Wiley
2020
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Online Access: | https://hdl.handle.net/1721.1/128199 |
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author | Russell, M. Grace Jamison, Timothy F |
author2 | Massachusetts Institute of Technology. Department of Chemistry |
author_facet | Massachusetts Institute of Technology. Department of Chemistry Russell, M. Grace Jamison, Timothy F |
author_sort | Russell, M. Grace |
collection | MIT |
description | Herein, the blockbuster antibacterial drug linezolid is synthesized from simple starting blocks by a convergent continuous flow sequence involving seven (7) chemical transformations. This is the highest total number of distinct reaction steps ever performed in continuous flow without conducting solvent exchanges or intermediate purification. Linezolid was obtained in 73 % isolated yield in a total residence time of 27 minutes, corresponding to a throughput of 816 mg h[superscript −1]. |
first_indexed | 2024-09-23T09:40:33Z |
format | Article |
id | mit-1721.1/128199 |
institution | Massachusetts Institute of Technology |
last_indexed | 2024-09-23T09:40:33Z |
publishDate | 2020 |
publisher | Wiley |
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spelling | mit-1721.1/1281992022-09-26T13:01:20Z Seven‐Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification Russell, M. Grace Jamison, Timothy F Massachusetts Institute of Technology. Department of Chemistry Herein, the blockbuster antibacterial drug linezolid is synthesized from simple starting blocks by a convergent continuous flow sequence involving seven (7) chemical transformations. This is the highest total number of distinct reaction steps ever performed in continuous flow without conducting solvent exchanges or intermediate purification. Linezolid was obtained in 73 % isolated yield in a total residence time of 27 minutes, corresponding to a throughput of 816 mg h[superscript −1]. Defense Advanced Research Projects Agency (Grant N66001-16-C-4005) 2020-10-23T22:03:18Z 2020-10-23T22:03:18Z 2019-06 2019-03 Article http://purl.org/eprint/type/JournalArticle 1433-7851 1521-3773 https://hdl.handle.net/1721.1/128199 Russell, M. Grace and Timothy F Jamison. "Seven‐Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification." Angewandte Chemie 58, 23 (June 2019): 7678-7681 http://dx.doi.org/10.1002/anie.201901814 Angewandte Chemie - International Edition Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/ application/vnd.openxmlformats-officedocument.wordprocessingml.document application/pdf Wiley Prof. Jamison |
spellingShingle | Russell, M. Grace Jamison, Timothy F Seven‐Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification |
title | Seven‐Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification |
title_full | Seven‐Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification |
title_fullStr | Seven‐Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification |
title_full_unstemmed | Seven‐Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification |
title_short | Seven‐Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification |
title_sort | seven step continuous flow synthesis of linezolid without intermediate purification |
url | https://hdl.handle.net/1721.1/128199 |
work_keys_str_mv | AT russellmgrace sevenstepcontinuousflowsynthesisoflinezolidwithoutintermediatepurification AT jamisontimothyf sevenstepcontinuousflowsynthesisoflinezolidwithoutintermediatepurification |