著者

Masaki Ishihara Yuka Takagi Gefei Li Masato Noguchi Shin-ichiro Shoda

出版者

(社)日本化学会

雑誌

Chemistry Letters (ISSN:03667022)

巻号頁・発行日

pp.130646, (Released:2013-08-02)

被引用文献数

10

---

A convenient protection-free synthetic route toward alkyl glycosides has been developed. The alcoholysis of one-step preparable glycosyl donors, 4,6-dibenzyloxy-1,3,5-triazin-2-yl (DBT) glycosides, under hydrogenolytic conditions gave the corresponding glycosides in good yields without adding any acid promoters. The method could be successfully applied to the glycosylation of an acid-labile oligosaccharide.

著者

Masato Noguchi

出版者

FCCA(Forum: Carbohydrates Coming of Age)

雑誌

Trends in Glycoscience and Glycotechnology (ISSN:09157352)

巻号頁・発行日

vol.31, no.181, pp.SE85-SE86, 2019-07-25 (Released:2019-07-25)

参考文献数

23

---

Formamidinium-type dehydrating reagents such as 2-chloro-1,3-dimthylimidazolinium chloride are useful as selective activators toward hemiacetal hydroxy groups at the sugar-reducing end in an aqueous media. This synthetic method enables us to obtain various sugar-containing compounds directly from the corresponding free saccharides using corresponding nucleophiles. Azide and aryl thiol act as suitable nucleophiles for this method and the resulting compounds are used as intermediates for glycoconjugates. This study aims to describe the progress of direct modification of the sugar-reducing end using a formamidinium-type electrophile.