Ghosh Bhaswati, Bhattacharjee Nabarupa, Podilapu Ananda Rao, Puri Krishna, Kulkarni Suvarn S
Department of Chemistry, Indian Institute of Technology Bombay, Mumbai, Maharashtra 400076, India.
Org Lett. 2022 May 27;24(20):3696-3701. doi: 10.1021/acs.orglett.2c01318. Epub 2022 May 13.
Herein we report the first total syntheses of the trisaccharide-repeating units of subsp. UCM B-306 via a one-pot assembly of the core trisaccharide structure. The rare-sugar-containing trisaccharide-repeating units are comprised of d-bacillosamine, 2-amino-2-deoxy-d-galacturonic acid or amide, and d-rhamnose units linked through three consecutive α-linkages. The total syntheses of two repeating units were completed starting from d-mannose via a longest-linear sequence of 27 steps in 5.8% and 4.4% overall yields, respectively.
在此，我们报道了通过核心三糖结构的一锅组装首次全合成亚种UCM B - 306的三糖重复单元。含稀有糖的三糖重复单元由d - 芽孢杆菌胺、2 - 氨基 - 2 - 脱氧 - d - 半乳糖醛酸或其酰胺以及通过三个连续α - 键连接的d - 鼠李糖单元组成。从d - 甘露糖出发，通过最长27步的线性序列分别以5.8%和4.4%的总收率完成了两个重复单元的全合成。
