Literature DB >> 30964955

Seven-Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification.

M Grace Russell1, Timothy F Jamison1.   

Abstract

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-1 .
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  antibiotics; continuous flow; reactive intermediates; total synthesis; waste prevention

Year:  2019        PMID: 30964955     DOI: 10.1002/anie.201901814

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  5 in total

1.  Automated synthesis of prexasertib and derivatives enabled by continuous-flow solid-phase synthesis.

Authors:  Chenguang Liu; Jiaxun Xie; Wenbin Wu; Mu Wang; Weihao Chen; Shabana Binte Idres; Jiawei Rong; Lih-Wen Deng; Saif A Khan; Jie Wu
Journal:  Nat Chem       Date:  2021-04-19       Impact factor: 24.427

Review 2.  Bio-click chemistry: a bridge between biocatalysis and click chemistry.

Authors:  Diego F Rodríguez; Yanina Moglie; César A Ramírez-Sarmiento; Sachin Kumar Singh; Kamal Dua; Flavia C Zacconi
Journal:  RSC Adv       Date:  2022-01-12       Impact factor: 3.361

3.  Multigram-scale flow synthesis of the chiral key intermediate of (-)-paroxetine enabled by solvent-free heterogeneous organocatalysis.

Authors:  Sándor B Ötvös; Miquel A Pericàs; C Oliver Kappe
Journal:  Chem Sci       Date:  2019-10-18       Impact factor: 9.825

4.  Telescoped Continuous Flow Synthesis of Optically Active γ-Nitrobutyric Acids as Key Intermediates of Baclofen, Phenibut, and Fluorophenibut.

Authors:  Sándor B Ötvös; Patricia Llanes; Miquel A Pericàs; C Oliver Kappe
Journal:  Org Lett       Date:  2020-10-07       Impact factor: 6.005

5.  Autonomous Multi-Step and Multi-Objective Optimization Facilitated by Real-Time Process Analytics.

Authors:  Peter Sagmeister; Florian F Ort; Clemens E Jusner; Dominique Hebrault; Thomas Tampone; Frederic G Buono; Jason D Williams; C Oliver Kappe
Journal:  Adv Sci (Weinh)       Date:  2022-02-01       Impact factor: 16.806

  5 in total

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