Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
Org Lett. 2023 Nov 24;25(46):8332-8337. doi: 10.1021/acs.orglett.3c03417. Epub 2023 Nov 13.
Herein, we report the first total synthesis of conjugation-ready tetrasaccharide repeating units of strain 34 and O5 comprising a common disaccharide motif [α-l-FucpNAc-(1→4)-α-d-GalpNAcA]. The installation of 1,2- linkages employing a disarmed 2-azido-d-galacturonic acid derivative as the donor is addressed here. The synthesis of the tetrasaccharide repeating units of strain 34 and O5 is accomplished via the longest linear sequences of 19 steps in 9.8% and 21 steps in 8.4% overall yields, respectively.
在此，我们报告了 34 株和 O5 菌株的可连接四糖重复单元的首次全合成，这些重复单元包含一个常见的二糖基序[α-l-FucpNAc-(1→4)-α-d-GalpNAcA]。本文解决了使用去武装的 2-叠氮基-d-半乳糖酸衍生物作为供体来安装 1,2-键的问题。34 株和 O5 菌株的四糖重复单元的合成分别通过最长的线性序列完成，总收率分别为 19 步 9.8%和 21 步 8.4%。
