117307-17-2Relevant academic research and scientific papers
The efficient synthesis of a bis-glycosylated steroid drug transport reagent: Methyl 3-β-amino-7α, 12α-di(1' α-glucosyl)-5β-cholate (TC002)
Sofia, Michael J.,Kakarla, Ramesh,Kogan, Natan,Dulina, Richard,Hui,Hatzenbuhler, Nicole T.,Liu, Dashan,Chen, Anna,Wagler, Thomas
, p. 2251 - 2254 (1997)
The drug transport reagent, methyl 3-β-amino-7α, 12α-di(1'α-glucosyl)-5β-cholate (TC002) 1 was prepared in 15% overall yield from pentaacetyl glucose and methyl cholate. Pentaacetyl glucose was converted to glucosyl sulfoxide 2 in 56% overall yield. Methyl cholate was converted to methyl 3-β-azido cholate 3 in 67% yield. Bis-glycosylation of 3 with 2 followed by a single step reduction provided 1.
Total synthesis of the nephritogenoside glycopeptide
Zhang,Wang,Thuermer,Al-Qawasmeh,Voelter
, p. 101 - 115 (2007/10/03)
A mild three-dimensional orthogonal protection scheme, based on Nps/Fmoc-groups for α-amino, benzyl residues for hydroxyl and carboxyl protection and 2-chlorotrityl esters as anchoring linkage proved to be a new effective approach for the synthesis of gly
Stereoselective synthesis of the core structure of the nephritogenoside glycopeptide
Zhang, Hong,Wang, Yali,Thuermer, Rene,Meisenbach, Mark,Voelter, Wolfgang
, p. 1871 - 1876 (2007/10/03)
A new strategy for the construction of the O-glycoside bond in the nephritogenoside unit using the phenylsulfenyl method is reported. The readily accessible phenylsulfinyl glycoside proved to be an excellent glycosyl donor, leading to high yields and good
