114298-48-5Relevant academic research and scientific papers
Concise synthesis and antidiabetic activity of natural flavonoid glycosides, oroxins C and D, isolated from the seeds of Oroxylum indium
Li, Gang,Wang, Guanghui,Tong, Yangliu,Zhu, Junheng,Yun, Tongtong,Ye, Xiaoping,Li, Fahui,Yuan, Shengli,Liu, Qingchao
, p. 68 - 75 (2020/06/17)
The first concise synthesis of natural flavonoid glycosides, oroxins C (1) and D (2), which were isolated from the seeds of Oroxylum indicum, was efficiently achieved by a convergent strategy. The synthesized natural products 1 and 2 were evaluated for th
In(III) triflate-catalyzed detritylation and glycosylation by solvent-free ball milling
Kumar, Vajinder,Yadav, Narender,Kartha, K.P. Ravindranathan
, p. 18 - 26 (2014/10/16)
A highly efficient In(III) triflate-assisted method for the detritylation of O-trityl derivatives of carbohydrates, phenols, and alcohols using solvent-free mechanochemical method is described. In the case of carbohydrates, further reaction in the presence of an acceptor sugar leads to highly efficient glycosylation in the same pot resulting in the formation of the desired glycoside-product in very high yields. The method was applied successfully to the synthesis of a combinatorial library of galactose-based (1,6)-linked cyclohexa-, hepta-, and octasaccharides on gram scale.
SYNTHESES OF A BRANCHED HEPTASACCHARIDE HAVING PHYTOALEXIN-ELICITOR ACTIVITY
Fuegedi, Peter,Birberg, Winnie,Garegg, Per J.,Pilotti, Ake
, p. 297 - 312 (2007/10/02)
Synteses are described of a D-glucose heptasaccharide, 1, corresponding to a glucan structure recognised by the soybean when infected by the fungus Phytophtora megasperma f. sp. glycinea and which stimulates the formation of phytoalexins.The synthetic strategy is based upon 1,2-trans-glycoside formation assisted by participating benzoate groups in the 2-position, with silver triflate as promoter and glycosyl bromides as donors for making the smaller fragments, and with methyl triflate as promoter with thioglycosides as donors for making the larger ones.Regioselective reductive openings of 4,6 benzylidene acetals play a key role in obtaining free 6-OH groups with benzyl protection at O-4.
