Solid-Phase Synthesis of Cyclic Depsipeptides Containing a Tyrosine Phenyl Ester Bond

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Rosés Subirós, Cristina
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Camó Marín, Cristina
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Vogels, Kristy
orcId Planas i Grabuleda, Marta​ ​ scopusId Planas i Grabuleda, Marta​ ​
Planas i Grabuleda, Marta
orcId Feliu Soley, Lídia​ ​ scopusId Feliu Soley, Lídia​ ​
Feliu Soley, Lídia
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The first solid-phase strategy for the synthesis of cyclic depsipeptides containing a phenyl ester linkage in their structure is described. The key steps of the synthesis were the formation of the phenyl ester bond and the on-resin head-to-side-chain cyclization. The amino acid configuration significantly influenced the formation and the stability of the cyclic depsipeptides. The presence of a l-Tyr1 and a d-Tyr7 led to the most stable sequences ​
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