First Synthesis of a Pentasaccharide Moiety of Ganglioside GAA-7 Containing Unusually Modified Sialic Acids through the Use of N-Troc-sialic Acid Derivative as a Key Unit
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- 作者：Hideki Tamai ; Hiromune Ando ; Hideharu Ishida ; Makoto Kiso
- 刊名：Organic Letters
- 出版年：2012
- 出版时间：December 21, 2012
- 年：2012
- 卷：14
- 期：24
- 页码：6342-6345
- 全文大小：328K
- 年卷期：v.14,no.24(December 21, 2012)
- ISSN：1523-7052
文摘
The pentasaccharide part of the potent neuritogenic ganglioside GAA-7 has been synthesized for the first time. The unique branched terminus constituting partially modified sialic acids and N-acetylgalactosamine was successfully established by stereoselective double-sialylation using 8-O-methyl-N-Troc-sialic acid as a donor. The final 4 + 1 coupling reaction provided a high yield of pentasaccharide, which was deprotected to deliver the target molecule.