Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
Org Lett. 2024 May 24;26(20):4346-4350. doi: 10.1021/acs.orglett.4c01354. Epub 2024 May 9.
Here we report the first total synthesis of the conjugation-ready tetrasaccharide repeating unit of type strain KMM 3299. The presence of rare deoxyamino sugars and installation of three consecutive 1,2- glycosidic linkages makes the synthesis formidable. The challenging late-stage oxidation was overcome by using a galacturonate donor. The total synthesis was completed via a longest linear sequence of 22 steps in an overall yield of 3.5% starting from d-mannose.
我们在此报告了模式菌株 KMM 3299 的四糖重复单元的首次全合成。该四糖重复单元含有罕见的脱氧氨基糖，并具有三个连续的 1,2-糖苷键，使得合成极具挑战性。通过使用半乳糖醛酸供体，克服了晚期氧化的难题。该全合成从 d-甘露糖开始，经过最长的线性序列 22 步，总收率为 3.5%。
