Methylsulfonylethoxycarbonyl (Msc) and fluorous propylsulfonylethoxycarbonyl (FPsc) as hydroxy-protecting groups in carbohydrate chemistry
Methylsulfonylethoxycarbonyl (Msc) and fluorous propylsulfonylethoxycarbonyl (FPsc) as hydroxy-protecting groups in carbohydrate chemistry
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DOI：
10.1016/j.tetlet.2009.02.146
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发表时间：
2009-05-13
影响因子：
1.8
通讯作者：
Codee, Jeroen D. C.
中科院分区：
文献类型：
--
作者：
Ali, Asghar;van den Berg, Richard J. B. H. N.;Codee, Jeroen D. C.
甲磺酰基乙氧基羰基（Msc）是碳水化合物醇的非亲脂性、碱不稳定的参与保护基团。它可以使用Msc-Cl和吡啶引入，并且在温和的碱性条件下容易通过β-消除裂解。它的氟对应物，全氟辛基丙基磺酰基乙氧基羰基（FPsc）基团，用于“轻氟”三糖合成序列。(C)2009爱思唯尔有限公司保留所有权利。
The methylsulfonylethoxycarbonyl (Msc) group is presented as a non-lipophilic, base-labile, participating protecting group for carbohydrate alcohols. It can be introduced using Msc-Cl and pyridine and is readily cleaved via beta-elimination under mild basic conditions. Its fluorous counterpart, the perfluorooctyl propyl-sulfonylethoxycarbonyl (FPsc) group, is used in a 'light fluorous' trisaccharide synthesis sequence. (C) 2009 Elsevier Ltd. All rights reserved.