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Synthesis of 4-O- and 6-O-(2 '-iodoethyl)-D-glucose

机译:4-O-和6-O-(2'-碘乙基)-D-葡萄糖的合成

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摘要

O-Allylation of 1,2,3,6-tetra-O-acetyl-D-glucopyranose followed by an ozonation/reduction sequence gave the 4-hydroxyethyl derivative. This hydroxyethyl substituent was also introduced at C-6, starting from 1,2:3,5-bis(O-methylidene)-alpha-D-glucofuranose using an alkylation/reduction sequence. These 4- and 6-O-hydroxyethyl derivatives were then converted to the title compounds by iodination followed by deprotection. Noteworthy is the particular stability of the carbon-iodine bond in these ethers, a prerequisite for their potential use in Single Photon Emitted Computed Tomography medical imaging (SPECT). (C) 1998 Elsevier Science Ltd. All rights reserved. [References: 31]
机译:1,2,3,6-四-O-乙酰基-D-吡喃葡萄糖的O-烯丙基化,然后进行臭氧/还原序列,得到4-羟乙基衍生物。还使用烷基化/还原序列从1,2:3,5-双(O-亚甲基)-α-D-葡糖呋喃糖开始在C-6处引入该羟乙基取代基。然后通过碘化然后脱保护将这些4-和6-O-羟乙基衍生物转化为标题化合物。值得注意的是这些醚中碳碘键的特殊稳定性,这是其在单光子发射计算机断层扫描医学成像(SPECT)中潜在使用的前提。 (C)1998 Elsevier ScienceLtd。保留所有权利。 [参考:31]

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