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使用亚磷酸二甲酯对5-苯甲酰基-1,2-异亚丙基-3-咪唑基硫代羰基-α-D-木糖呋喃糖进行脱氧：一种制备3'-脱氧核苷糖基供体的有效替代方法。

Deoxygenation of 5--benzoyl-1,2-isopropylidene-3--imidazolylthiocarbonyl-α-d-xylofuranose using dimethyl phosphite: an efficient alternate method towards a 3'-deoxynucleoside glycosyl donor.

作者信息

Zlatev Ivan, Vasseur Jean-Jacques, Morvan François

机构信息

Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-Université Montpellier 1, Université Montpellier 2, Place Eugène Bataillon, CC1704, 34095 Montpellier Cedex 5, France.

出版信息

Tetrahedron Lett. 2008 May 12;49(20):3288-3290. doi: 10.1016/j.tetlet.2008.03.079. Epub 2008 Mar 21.

DOI:10.1016/j.tetlet.2008.03.079
PMID:32287438
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7111737/
Abstract

An efficient radical deoxygenation reaction of thiocarbonylimidazolyl activated glycoside analogue using dimethyl phosphite as hydrogen source and radical chain carrier was performed as a key step in a multi step synthesis towards a common 3-deoxy glycosyl donor for 3'-deoxynucleosides. This method has safety and cost advantages compared to the generally used radical reduction reagents.

摘要

使用亚磷酸二甲酯作为氢源和自由基链载体，对硫代羰基咪唑基活化糖苷类似物进行了高效的自由基脱氧反应，这是多步合成3'-脱氧核苷通用3-脱氧糖基供体的关键步骤。与常用的自由基还原试剂相比，该方法具有安全性和成本优势。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48c7/7111737/e39eac446133/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48c7/7111737/807343ebcfc3/fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48c7/7111737/ad029d5089c1/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48c7/7111737/e39eac446133/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48c7/7111737/807343ebcfc3/fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48c7/7111737/ad029d5089c1/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48c7/7111737/e39eac446133/gr2.jpg

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