583040-99-7Relevant articles and documents
Synthesis of spirostanol saponins via gold(I)-catalyzed glycosylation in the presence of Ga(OTf)3, In(OTf)3, or HOTf
Ehianeta, Teddy Stephen,Shen, Dacheng,Xu, Peng,Yu, Biao
supporting information, p. 827 - 833 (2019/07/22)
An effective approach relying on a Lewis acid- or Br?nsted acid-assisted gold(I)-catalyzed glycosylation has been reported in the synthesis of a panel of the representative natural spirostanol saponins, namely polyphyllin D (1), polyphyllin V (2), dioscin (3), formosanin C (4), and a derivative of polyphyllin D bearing a terminal azide group (5). This approach highlights the engagement of low loadings of Ph3AuPOTf (≤ 0.5 mol%) in the presence of Ga(OTf)3, In(OTf)3, or HOTf (~10mol%) as a co-catalyst, at practical reaction rates as an alternative to the conventional ~10 mol% loadings of the gold(I) catalyst in the glycosylation. Polyphyllin D (1) was obtained in 41% overall yield over six steps compared to the maximum 30% yield in previous syntheses where conventional donors and promoters were used. By exploiting a regioselective rhamnosylation, a “one-pot” approach was adopted to assemble 1 and 5, thus further strengthening the efficiency of the gold(I)-catalyzed glycosylation.
Efficient synthesis of a 6-deoxytalose tetrasaccharide related to the antigenic O-polysaccharide produced by Aggregatibacter actinomycetemcomitans serotype c
Cai, Xiangyan,Zong, Guanghui,Xu, Yanjun,Zhang, Jianjun,Liang, Xiaomei,Wang, Daoquan
experimental part, p. 1230 - 1234 (2010/09/07)
Concise synthesis of a 6-deoxy-α-l-talose tetrasaccharide, 6-deoxy-α-l-Talp-(1→3)-6-deoxy-α-l-Talp-(1→2)-6-deoxy-α-l-Talp-(1→3)-6-deoxy-α-l-Talp, the dimer of the disaccharide repeating unit of the OPS from Aggregatibacter actinomycetemcomitans serotype c
ANTIBODIES FOR THE DETECTION OF BACILLUS ANTHRACIS AND VACCINE AGAINST B. ANTHRACIS INFECTIONS
-
Page/Page column 20-21, (2008/06/13)
35 Abstract The present invention relates to conjugates of oligosaccharides of formula 1, wherein R is a linker to a carrier protein and optionally comprises up to three further saccharides, 5 and which are useful for vaccination, methods of synthesis of