Streamlined access to carbohydrate building blocks: Methyl 2,4,6-tri-O-benzyl-α-d-glucopyranoside.
Streamlined access to carbohydrate building blocks: Methyl 2,4,6-tri-O-benzyl-α-d-glucopyranoside.
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DOI：
10.1016/j.carres.2021.108482
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发表时间：
2022-01
影响因子：
3.1
通讯作者：
Demchenko AV
中科院分区：
文献类型：
--
作者：
Shrestha G;Kashiwagi GA;Stine KJ;Demchenko AV
本文提供了一种常见3-OH糖基受体的改进合成。该化合物是许多研究小组常规合成的结构单元，用于糖基化精制研究。唯一已知的Koto直接合成缺乏区域选择性，并依赖于使用有害溶剂的色谱分离。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-脱酰化序列。虽然这种方法涉及额外的操作，但它提供了一致的结果，并且上级其他间接策略。还获得了另一种常见的结构单元4-OH受体，尽管量很小。
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.
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影响因子：
5.2
作者：
Ranade, Sneha C.;Kaeothip, Sophon;Demchenko, Alexei V.
通讯作者：
Demchenko, Alexei V.
影响因子：
5.2
作者：
Kamat, MN;Demchenko, AV
通讯作者：
Demchenko, AV
影响因子：
62.1
作者：
Panza M;Pistorio SG;Stine KJ;Demchenko AV
通讯作者：
Demchenko AV
影响因子：
3.2
作者：
Wang T;Nigudkar SS;Yasomanee JP;Rath NP;Stine KJ;Demchenko AV
通讯作者：
Demchenko AV
影响因子：
3.6
作者：
Premathilake, Hemali D.;Mydock, Laurel K.;Demchenko, Alexei V.
通讯作者：
Demchenko, Alexei V.