Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Boulevard, St. Louis, Missouri, 63121, USA.
Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Boulevard, St. Louis, Missouri, 63121, USA; Department of Chemistry, Saint Louis University, 3501 Laclede Ave, St. Louis, Missouri, 63103, USA.
Carbohydr Res. 2022 Jan;511:108482. doi: 10.1016/j.carres.2021.108482. Epub 2021 Nov 26.
Presented herein is an improved synthesis of a common 3-OH glycosyl acceptor. This compound is a building block that is routinely synthesized by many research groups to be used in glycosylation refinement studies. The only known direct synthesis by Koto lacks regioselectivity and relies on chromatography separation using hazardous solvents. Our improved synthetic approach relies on Koto's selective benzylation protocol, but it is followed by acylation-purification-deacylation sequence. Although this approach involves additional manipulations, it provides consistent results and is superior to other indirect strategies. Also obtained, albeit in minor quantities, is 4-OH acceptor, another common building block.
本文介绍了一种改进的常见 3-OH 糖基受体的合成方法。该化合物是许多研究小组在糖基化精修研究中常用的构建块。Koto 唯一已知的直接合成方法缺乏区域选择性，并且依赖于使用危险溶剂的色谱分离。我们改进的合成方法依赖于 Koto 的选择性苄基化方案，但随后是酰化-纯化-脱酰序列。虽然这种方法涉及更多的操作，但它提供了一致的结果，优于其他间接策略。还获得了少量的 4-OH 受体，这也是另一种常见的构建块。
