Literature DB >> 27198926

Harnessing Thin-Film Continuous-Flow Assembly Lines.

Joshua Britton1,2, Jared W Castle2, Gregory A Weiss3, Colin L Raston4.   

Abstract

Inspired by nature's ability to construct complex molecules through sequential synthetic transformations, an assembly line synthesis of α-aminophosphonates has been developed. In this approach, simple starting materials are continuously fed through a thin-film reactor where the intermediates accrue molecular complexity as they progress through the flow system. Flow chemistry allows rapid multistep transformations to occur via reaction compartmentalization, an approach not amenable to using conventional flasks. Thin film processing can also access facile in situ solvent exchange to drive reaction efficiency, and through this method, α-aminophosphonate synthesis requires only 443 s residence time to produce 3.22 g h(-1) . Assembly-line synthesis allows unprecedented reaction flexibility and processing efficiency.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  continuous-flow chemistry; multistep transformations; reaction telescoping; thin films; α-aminophosphonates

Year:  2016        PMID: 27198926      PMCID: PMC5562431          DOI: 10.1002/chem.201602373

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  27 in total

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Authors:  E W Miles; S Rhee; D R Davies
Journal:  J Biol Chem       Date:  1999-04-30       Impact factor: 5.157

Review 2.  Assembly-line enzymology for polyketide and nonribosomal Peptide antibiotics: logic, machinery, and mechanisms.

Authors:  Michael A Fischbach; Christopher T Walsh
Journal:  Chem Rev       Date:  2006-08       Impact factor: 60.622

3.  Multistep microchemical synthesis enabled by microfluidic distillation.

Authors:  Ryan L Hartman; John R Naber; Stephen L Buchwald; Klavs F Jensen
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

4.  A three-minute synthesis and purification of ibuprofen: pushing the limits of continuous-flow processing.

Authors:  David R Snead; Timothy F Jamison
Journal:  Angew Chem Int Ed Engl       Date:  2014-12-02       Impact factor: 15.336

Review 5.  Insights into the chemical logic and enzymatic machinery of NRPS assembly lines.

Authors:  Christopher T Walsh
Journal:  Nat Prod Rep       Date:  2016-02       Impact factor: 13.423

6.  Microfluidic distillation chip for methanol concentration detection.

Authors:  Yao-Nan Wang; Chan-Chiung Liu; Ruey-Jen Yang; Wei-Jhong Ju; Lung-Ming Fu
Journal:  Anal Chim Acta       Date:  2016-02-01       Impact factor: 6.558

7.  Phosphonopeptides, a new class of synthetic antibacterial agents.

Authors:  J G Allen; F R Atherton; M J Hall; C H Hassall; S W Holmes; R W Lambert; L J Nisbet; P S Ringrose
Journal:  Nature       Date:  1978-03-02       Impact factor: 49.962

8.  Rapid Vortex Fluidics: Continuous Flow Synthesis of Amides and Local Anesthetic Lidocaine.

Authors:  Joshua Britton; Justin M Chalker; Colin L Raston
Journal:  Chemistry       Date:  2015-06-19       Impact factor: 5.236

9.  Synthesis and structure-activity relationships of antibacterial phosphonopeptides incorporating (1-aminoethyl)phosphonic acid and (aminomethyl)phosphonic acid.

Authors:  F R Atherton; C H Hassall; R W Lambert
Journal:  J Med Chem       Date:  1986-01       Impact factor: 7.446

Review 10.  Stereocontrol within polyketide assembly lines.

Authors:  Adrian T Keatinge-Clay
Journal:  Nat Prod Rep       Date:  2016-02       Impact factor: 13.423

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  4 in total

1.  Ten-Minute Protein Purification and Surface Tethering for Continuous-Flow Biocatalysis.

Authors:  Joshua Britton; Rebekah P Dyer; Sudipta Majumdar; Colin L Raston; Gregory A Weiss
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-30       Impact factor: 15.336

Review 2.  Vortex Fluidic Chemical Transformations.

Authors:  Joshua Britton; Keith A Stubbs; Gregory A Weiss; Colin L Raston
Journal:  Chemistry       Date:  2017-08-16       Impact factor: 5.236

3.  Neutron imaging and modelling inclined vortex driven thin films.

Authors:  Timothy E Solheim; Filomena Salvemini; Stuart B Dalziel; Colin L Raston
Journal:  Sci Rep       Date:  2019-02-26       Impact factor: 4.379

4.  Developing Novel Fabrication and Optimisation Strategies on Aggregation-Induced Emission Nanoprobe/Polyvinyl Alcohol Hydrogels for Bio-Applications.

Authors:  Javad Tavakoli; Jesus Shrestha; Sajad R Bazaz; Maryam A Rad; Majid E Warkiani; Colin L Raston; Joanne L Tipper; Youhong Tang
Journal:  Molecules       Date:  2022-02-02       Impact factor: 4.411

  4 in total

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