Kohr Michael, Kazmaier Uli
Organic Chemistry I, Saarland University, Campus, Bldg. C4.2, D-66123 Saarbrücken, Germany.
J Org Chem. 2023 Aug 4;88(15):10869-10880. doi: 10.1021/acs.joc.3c00914. Epub 2023 Jul 13.
A new synthetic route toward host-specific HC-toxin was developed. The HC-toxin belongs to a group of cyclic, tetrapeptide histone deacetylase inhibitors containing the unusual amino acid Aeo. Key steps in the synthesis of this building block include the Matteson homologation to generate the stereogenic centers in the side chain and a C-H functionalization to connect the side chain to a protected alanine.
开发了一种合成宿主特异性HC毒素的新路线。HC毒素属于一组环状四肽组蛋白脱乙酰酶抑制剂,其中含有不寻常的氨基酸Aeo。该结构单元合成中的关键步骤包括马特森同系化反应以在侧链中生成手性中心,以及碳氢键官能团化反应以将侧链连接到受保护的丙氨酸上。