具有应用于碳水化合物合成的氟磷酸保护基。
A fluorous phosphate protecting group with applications to carbohydrate synthesis.
机构信息
Department of Chemistry, and the Plant Sciences Institute, Hach Hall, Iowa State University, Ames, Iowa 50011-3111, United States.
出版信息
Org Lett. 2011 Apr 1;13(7):1824-7. doi: 10.1021/ol2003435. Epub 2011 Mar 8.
Abstract
The first fluorous protecting group for phosphate is reported. This group can be used as a facile tag for purification and be removed under mild reducing conditions using zinc and ammonium formate. Synthesis of a disaccharide from Leishmania using this fluorous protecting group demonstrated the group's stability to the acidic conditions necessary for glycosylation as well as its orthogonality to several other common protecting groups.
摘要
首次报道了用于磷酸的氟保护基。该基团可用作简便的纯化标记，在温和的还原条件下，用锌和甲酸铵即可去除。使用该氟保护基从利什曼原虫中合成二糖，证明了该基团在糖基化所需的酸性条件下的稳定性，以及其对其他几种常见保护基的正交性。
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