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Issue 5, 2019
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Solution-phase total synthesis of teixobactin

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Abstract

The first solution-phase total synthesis of the cyclic depsipeptide teixobactin is described. Stereoselective construction of L-allo-enduracididine was established, and the protective groups for the peptide coupling reactions and conditions for the assembly of the fragments were also optimised. The longest linear sequence for the total synthesis was 20 steps from the known L-cis-4-hydroxyproline derivative and gave a 5.6% overall yield. This solution-phase total synthesis could serve as a complement to the current solid-phase synthesis of teixobactin.

Graphical abstract: Solution-phase total synthesis of teixobactin

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Article information


Submitted
10 Nov 2018
Accepted
02 Jan 2019
First published
03 Jan 2019

Org. Biomol. Chem., 2019,17, 1141-1153
Article type
Paper

Solution-phase total synthesis of teixobactin

B. Gao, S. Chen, Y. N. Hou, Y. J. Zhao, T. Ye and Z. Xu, Org. Biomol. Chem., 2019, 17, 1141
DOI: 10.1039/C8OB02803F

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