Synthesis of 2 -Azidoethyl Trisaccharide,$\alpha-D-Gal-(1\righarrow2)-6d-\alpha-D- Altro-Hepp-(1\rightarrow3)-\beta$-D-GlcNAc, an O-Antigenic Repeating Unit of C.jejuni O:23 and O:36

A trisaccharide, the O-antigenic repeating unit of C. jejuni serotype O:23 and O:36, was synthesized as a 2 -azidoethyl glycoside by block addition of perbenzylated thiogalactoside donors to $\alpha$-altroHepp-(1$\rightarrow$3)-GlcNPhth disaccharide acceptor in presence of IDCP promoter. The $\alpha...

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Veröffentlicht in:Archives of pharmacal research 2004, Vol.27 (2), p.143-150
Hauptverfasser: Yun, Mi-Kyung, Yoon, Shin-Sook, Shin, Young-Sook, Chun, Keun-Ho, Namshin, Jeong. E
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Sprache:kor
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Zusammenfassung:A trisaccharide, the O-antigenic repeating unit of C. jejuni serotype O:23 and O:36, was synthesized as a 2 -azidoethyl glycoside by block addition of perbenzylated thiogalactoside donors to $\alpha$-altroHepp-(1$\rightarrow$3)-GlcNPhth disaccharide acceptor in presence of IDCP promoter. The $\alpha$-linked altroheptopyranoside moiety in the glycosyl acceptor was effectively prepared by Swern oxidation of $\alpha$-mannohepp-(1$\rightarrow$3)-GlcNPhth disaccharide followed by mild reduction with1 $NaCNBH_3$.
ISSN:0253-6269
1976-3786