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Total synthesis of cannabisin F

  • Ya-Mu Xia EMAIL logo , Jun Xia and Chen Chai
Published/Copyright: November 15, 2013
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Chemical Papers
From the journal Chemical Papers Volume 68 Issue 3

Abstract

A practical eight-step synthesis of lignanamide cannabisin F starting from vanillin is reported for the first time. This synthetic strategy applies the aldol reaction followed by the Wittig reaction to afford the key 8-O-4′-neolignan intermediate diacid. The diacid was condensed with N,O-protected tyramine giving, after deprotection, cannabisin F.

Keywords: cannabisin F; lignanamide; 8-O-4′-neolignan; tyramine

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Published Online: 2013-11-15
Published in Print: 2014-3-1

© 2013 Institute of Chemistry, Slovak Academy of Sciences

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https://doi.org/10.2478/s11696-013-0449-y
Keywords for this article
cannabisin F; lignanamide; 8-O-4′-neolignan; tyramine

Articles in the same Issue

  1. Analytical protocol for investigation of zinc speciation in plant tissue
  2. Assessment of waxy and non-waxy corn and wheat cultivars as starch substrates for ethanol fermentation
  3. Effect of quaternary ammonium silane coating on adhesive immobilization of industrial yeasts
  4. Modeling of supercritical fluid extraction of flavonoids from Calycopteris floribunda leaves
  5. Determination of limiting current density for different electrodialysis modules
  6. Dyeing of multiple types of fabrics with a single reactive azo disperse dye
  7. Physicochemical fractionation of americium, thorium, and uranium in Chernozem soil after sharp temperature change and soil drought
  8. Ultra-trace determination of Pb(II) and Cd(II) in drinking water and alcoholic beverages using homogeneous liquid-liquid extraction followed by flame atomic absorption spectrometry
  9. Synthesis, thermal stability, electronic features, and antimicrobial activity of phenolic azo dyes and their Ni(II) and Cu(II) complexes
  10. Inhibition of copper corrosion in acidic sulphate media by eco-friendly amino acid compound
  11. Formation of nanostructured polyaniline by dopant-free oxidation of aniline in a water/isopropanol mixture
  12. Total synthesis of cannabisin F
  13. Design and synthesis of novel thiopheno-4-thiazolidinylindoles as potent antioxidant and antimicrobial agents
  14. Microwave-assisted synthesis and antibacterial activity of derivatives of 3-[1-(4-fluorobenzyl)-1H-indol-3-yl]-5-(4-fluorobenzylthio)-4H-1,2,4-triazol-4-amine
  15. DFT study on [4+2] and [2+2] cycloadditions to [60] fullerene
  16. Efficient thioacetalisation of carbonyl compounds
  17. Trimerization of aldehydes with one α-hydrogen catalyzed by sodium hydroxide
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