4,5-Dichlorophthaloyl Group for Amino Protection in Carbohydrate Chemistry
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概要
- 論文の詳細を見る
Phthaloyl (Phth) is a valuable amino-protecting group for use in synthetic carbohydrate chemistry. Its strong 1,2-trans-directing nature in a glycosylation reaction, when it is introduced to the C__--2 position of a glycosyl donor, makes the construction ofβ-GlcNAc or β-GalNAc glycosides quite straightforward. The Phth group can be removed by using an appropriate nucleophile, most typically hydrazine; however, this transformation often requires a long reaction time at elevated temperature when applied to a large oligosaccharide. We studied the 4,5-dichlorophthaloyl (DCPhth) group as an alternative to Phth. A thioglycoside carrying a DCPhth group at the C__--2 position was reacted with alcohol by the action of PhSeNPhth-TMSOTf to selectively give the correspondingβ-glycoside. DCPhth Could then be .removed under mild conditions by using ethylenediamine or hydrazine/MeOH at room temperature.
- 社団法人日本農芸化学会の論文
- 1996-01-23
著者
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Ogawa Tomoya
The Institute Of Physical And Chemical Research (riken)
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Ito Yukishige
The Institute Of Physical And Chemical Research (riken)
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Ito Yukishige
The Institute Of Physical And Chemical Research (rlken)
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Shimizu Hideyuki
Department Of Bioscience And Biotechnology Graduate School Of Bioresource And Environmental Sciences
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Shimizu Hiroki
The Institute Of Physical And Chemical Research (rlken)
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MATSUZAKI Yuji
The Institute of Physical and Chemical Research (RlKEN)
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IIJIMA Hiroyuki
The Institute of Physical and Chemical Research (RlKEN)
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Ogawa Tomoya
The Institute Of Physical And Chemical Research (rlken)
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Ogawa Tomoya
The Institute Of Physical And Chemical Research
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