104639-36-3Relevant academic research and scientific papers
CHEMICAL SYNTHESIS OF A (12)-D-GLUCOPYRANAN
Sharkey, Peter F.,Eby, Ronald,Schuerch, Conrad
, p. 223 - 230 (1981)
1,2-Anhydro-3,4,6-tri-O-benzyl-α-D-glucopyranose was polymerized with a number of Lewis acids.Phosphorus pentafluoride at -60 deg C caused polymerization to a product rich in β linkages.Other Lewis acids at higher temperatures gave perbenzylated polysaccharides of lower molecular weight with less stereoselectivity.Debenzylation of the most-regular derivative gave a polysaccharide whose specific rotation was +14.7 degree and whose (13)C-n.m.r. spectrum had six absorptions corresponding to those of natural (12)-β-D-glucopyranans and additional minor peaks presumably due to some α-anomeric configurations.It was estimated to have ca. 90percent of β linkages.
An anionic inositol phosphate glycan pseudotetrasaccharide exhibits high insulin-mimetic activity in rat adipocytes
Chakraborty, Nilanjana,D'Alarcao, Marc
, p. 6732 - 6741 (2005)
Inositol phosphate glycan pseudotetrasaccharides consisting of man-(α1-6)-man-(α1-4)-glcN-(α,β1-6)-myo-inositol-1, 2-cyclic phosphate possessing a sulfate group at either O-6 (compounds 3α,β) or O-2 (compounds 4α,β) of the terminal mannose have been prepa
Glycosyl fluorides from n-pentenyl-related glycosyl donors-application to glycosylation strategies
Fraser-Reid, Bert,Lopez, J. Cristobal,Bernal-Albert, Paloma,Gomez, Ana M.,Uriel, Clara,Ventura, Juan
, p. 51 - 65 (2013/03/28)
n-Pentenyl glycosides (NPGs) and n-pentenyl orthoesters (NPOEs) have been transformed into glycosyl fluorides by a variety of methods. In the case of NPGs, Barluenga's reagent, bis(pyridinium)iodonium(I)tetrafluoroborate (IPy 2BF4),
Ready transformation of partially unprotected thioglycosides into glycosyl fluorides mediated by NIS/HF-pyridine or ET3N·3HF
Lopez, J. Cristobal,Bernal-Albert, Paloma,Uriel, Clara,Gomez, Ana M.
body text, p. 5037 - 5041 (2009/06/17)
The transformation of partially unprotected phenyl 1-thioglycosides into glycosyl fluorides can be conveniently carried out by treatment with NIS in the presence of HF-pyridine. Other sources of halonium ions such as NBS, IDCP, have also been employed. Th
IPy2BF4/HF-pyridine: A new combination of reagents for the transformation of partially unprotected thioglycosides and n-pentenyl glycosides to glycosyl fluorides
Lopez, J. Cristobal,Bernal-Albert, Paloma,Uriel, Clara,Valverde, Serafin,Gomez, Ana M.
, p. 10268 - 10271 (2008/04/05)
(Chemical Equation Presented) The combination of bis(pyridinium)iodonium (I) tetrafluoroborate (IPy2BF4), and hydrogen fluoride pyridine (HF-py) forms an iodine monofluoride (IF) synthetic equivalent that can be used in the preparati
Allyl protecting group mediated intramolecular aglycon delivery (IAD) of glycosyl fluorides
Cumpstey, Ian,Fairbanks, Antony J.,Redgrave, Alison J.
, p. 449 - 466 (2007/10/03)
Stereospecific 1,2-cis-glycosylation of 2-O-allyl protected glucosyl and mannosyl fluorides can be achieved via a sequence of allyl isomerization, N-iodosuccinimide mediated tethering, and intramolecular aglycon delivery (IAD). Fluoride is advantageous as
Stereospecific synthesis of 1,2-cis glycosides by allyl-mediated intramolecular aglycon delivery. 2.The use of glycosyl fluorides.
Cumpstey,Fairbanks,Redgrave
, p. 2371 - 2374 (2007/10/03)
[reaction: see text] Stereospecific 1,2-cis glycosylation of 2-O-allyl-protected glucosyl and mannosyl fluorides via a sequence of allyl isomerization, N-iodosuccinimide-mediated tethering, and intramolecular aglycon delivery (IAD) is reported. The use of
