81369-64-4Relevant academic research and scientific papers
Bio-inspired synthesis of rare and unnatural carbohydrates and cyclitols through strain driven epimerization
Mohanrao, Raja,Asokan, Aromal,Sureshan, Kana M.
supporting information, p. 6707 - 6710 (2014/06/23)
We report a bio-inspired, strain driven epimerization of trans-ketals to cis-ketals through an enolate intermediate. Swern oxidation of a hydroxyl group adjacent to a trans-ketal effects both oxidation and its epimerization to cis-ketal. This novel and general strategy allows inversion of up to three contiguous stereocenters and has been illustrated by the synthesis of several unnatural/rare isomers of carbohydrates/cyclitols from their naturally abundant isomers. This journal is the Partner Organisations 2014.
Improved syntheses of d-ribo- and 2-deoxy-d-ribofuranose phospho sugars from methyl β-d-ribopyranoside
Hanaya, Tadashi,Koga, Yuko,Kawamoto, Heizan,Yamamoto, Hiroshi
experimental part, p. 581 - 591 (2009/09/08)
Abstract - Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-13-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-13-D-etythro-pentopyranoside (20) were efficiently prepared respectively from methyl2,3-O-isopropylidene-[3-D-rib
The Direct Synthesis of Methyl 2,4-Di-O-benzyl-α-D-xylopyranoside by the Regiospecific Benzylation of Methyl α-D-Xylopyranoside
Morishima, Naohiko,Koto, Shinkiti,Kusuhara, Chiharu,Zen, Shonosuke
, p. 631 - 632 (2007/10/02)
The regiospecific benzylation of methyl α-D-xylopyranoside with benzyl chloride and sodium hydride produces methyl 2,4-di-O-benzyl-α-D-xylopyranoside in a 70percent yield, together with the by-products, methyl 2,3- and 3,4-di-O-benzyl-α-D-xylopyranosides.The structure of the 2,4-di-O-benzyl derivative was confirmed through the alternative synthesis of the 2,3- and 3,4-di-O-benzyl derivatives via the O-isopropylidene and O-cyclohexylidene derivatives of methyl α-D-xylopyranoside.
