455886-05-2Relevant academic research and scientific papers
α-glycosphingolipids via chelation-induced anomerization of O- And s-glucuronic and galacturonic acid derivatives
Pilgrim, Wayne,Murphy, Paul V.
supporting information; experimental part, p. 939 - 942 (2009/09/08)
Bacterial glycolipids containing either α-glucuronic acid or α-galacturonic acid residues have an important role in the innate-type immune response to Gram-negative bacteria. Synthesis of closely related compounds, including a novel α-SO2 glycolipid mimetic, is described from carbohydrate precursors where anomerization is a key step. Very high stereoselectivites (>97:3 in favor of α) were observed from O-glycoside precursors.
Stereoselective synthesis of safingol and its natural stereoisomer from d-glycals
Kokatla, Hari Prasad,Sagar, Ram,Vankar, Yashwant D.
, p. 4728 - 4730 (2008/12/21)
Efficient and convenient syntheses of (2S,3S)-safingol and its natural (2S,3R)-isomer have been developed from 3,4,6-tri-O-benzyl glycals. The key step is the one-pot reduction of an azide, saturation of the double bonds and debenzylation under catalytic hydrogenation.
An efficient synthesis of 2,3-dideoxy-α,β-unsaturated carbohydrate enals by mixed Lewis acid (HfCl4 and ZnI2) catalyzed hydration of glycals
Saquib, Mohammad,Sagar, Ram,Shaw, Arun K.
, p. 1052 - 1056 (2007/10/03)
A new, efficient method has been developed for converting acyl-, arylalkyl- and alkyl-protected glycals into corresponding 2,3-dideoxy-α,β-unsaturated carbohydrate enals utilizing the in situ generated push-pull effect resulting from the synergistic combi
Reinvestigation of the mercuration-demercuration reaction on alkylated glycals: An improved method for the preparation of 2,3-dideoxy-α,β- unsaturated carbohydrate enals
Sagar, Ram,Pathak, Rashmi,Shaw, Arun K.
, p. 2031 - 2035 (2007/10/03)
Alkyl protected glycals can be easily converted into their corresponding α,β-unsaturated enals (Perlin aldehydes) in good to very good yields by reaction with HgSO4 and aqueous 0.02N H2SO4 in THF or 1,4-dioxane. While the
