573658-41-0

Upstream product

• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 2407-11-6 2-chloro-6-nitrobenzothiazole 

Downstream Products

• 55094-26-3 methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1-6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 56632-57-6 methyl O-2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyll-α-D-glucopyranoside 
• 84799-76-8 methyl O-(2,3,4,6-tetra-O-benzyl-D-glucopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Glycosyl 6-nitro-2-benzothiazoate. A highly efficient donor for β-stereoselective glycosylation

Highly β-stereoselective glycosylations of glycosyl acceptors having a primary hydroxyl group by using a novel glycosyl donor, α-glycosyl 6-nitro-2-benzothiazoate (3), proceeded smoothly in the presence of a catalytic amount of trifluoromethanesulfonic ac

6-Nitro-2-benzothiazolyl α-Glucoside and α-Mannoside in β-Selective Glycosylations

Highly β-selective glucosylations of glycosyl acceptors having α primary hydroxy group with a 6-nitro-2-benzothia-zolyl α-glucoside donor 3α proceeded smoothly in the presence of a catalytic amount of trifluoromethanesulfonic acid (TfOH) in CH 2Cl2 at -78 °C to afford the corresponding glycosides in high yields. With the use of 3α, β-saccharides could be obtained more dominantly than other α-glucosyl donors such as thioform- and trichloroacet-imidates or fluoride in the glucosylation under the same conditions. Similarly, highly β-selective mannosylations of glycosyl acceptors with a 6-nitro-2-benzothiazolyl α-mannoside donor 18α were carried out smoothly in the presence of a catalytic amount of tetrakis(pentafluorophenyl)boric acid H[B(C6F5) 4] to afford the corresponding disaccharides in good to high yields; 18α apparently behaved as a potent donor here for the construction of β-mannoside linkage. Interestingly, in situ anomerization from 18β to 18α was observed when β-mannosyl donor 18β was treated with a catalytic amount of H[B(C6F5)4] in CH 2Cl2.