A formal synthesis of Balgacyclamide A using solution phase fragments condensation.

  1. Sandip Radhakisan UgaleORCID Logo and
  2. Somnath S. Gholap

Submitting author affiliation: PVP college Loni, Pravaranagar(Loni Kd), Tal- Rahata, India

Beilstein Arch. 2020, 2020120. https://doi.org/10.3762/bxiv.2020.120.v1

Published 20 Oct 2020

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Abstract: A formal total synthesis of Balgacyclamide A as an antimalarial cynobactin of Microcystis aeruginosa (EAWAG 251) has been described. The synthesis of titled cyclamide was accomplished by the solution phase fragment synthesis using protection, deprotection and macrocylization process. Four common amino acids such as d-alanine, l-threonine, l-valine and d-allo-isoleucine, has been used for the construction of Balgacyclamide A. Including, the oxazoline and thiazole are the core structures was successfully achieved by using Burgess reagent and Hantzsch methods. The overall yield of the synthesized balgacyclamide A was found to be 2.03%, also structure was confirmed by1H-NMR, 13C-NMR and HRMS spectral data.

Keywords: Keywords: Balgacyclamide A; depsipeptide; macrocylisation; Burgess reagent; Hantzsch synthesis

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Ugale, S. R.; Gholap, S. S. Beilstein Arch. 2020, 2020120. doi:10.3762/bxiv.2020.120.v1

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