243142-16-7

Upstream product

• 243142-18-9 3,4,6-tri-O-benzyl-1-O,2-S-[2-(1S-hydroxyethyl)-1-methyl-1,2-ethenediyl]-2-thio-α-D-glucopyranose 
• 152420-91-2 1-O,2-S-(2-acetyl-1-methyl-1,2-ethenediyl)-3,4,6-tri-O-benzyl-2-thio-α-D-glucopyranose 
• 196078-43-0 Acetic acid 1-((4aR,6R,7R,8S,8aR)-7,8-bis-benzyloxy-6-benzyloxymethyl-3-methyl-6,7,8,8a-tetrahydro-4aH-4,5-dioxa-1-thia-naphthalen-2-yl)-ethyl ester 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 243142-15-6 (3aR,5R,5aS,8aS,8bR)-5-[(3R,4aR,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2-eth-(Z)-ylidene-3-methyl-hexahydro-4,5-dioxa-1-thia-naphthalen-3-yloxymethyl]-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran 

Downstream Products

• 79384-22-8 O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 

Relevant academic research and scientific papers

Stereoselective 2-deoxy-β-O-glycoside synthesis based on remote activation of novel oxathiine donors

Stable glyco-fused 1,4-oxathiine derivatives, prepared by inverse electron-demand Diels-Alder reactions between suitable 1-glycals and 3-thioxopentane-2,4-dione, have been transformed into unusual glycosyl donors which, after "remote activation", react ef

Novel stereoelectronic behavior of bicyclic glycosyl donors: Application to the synthesis of both 2-deoxy-α- and -β-glycosides

Two pairs of novel stereoisomeric, cyclic glycosyl donors exhibit different behaviors in glycosylation processes. In the pair of α-gluco (1) and β-manno (2), the former exhibits reversability with its glycoside product whereas the latter does not. In the α-gluco (3) and β-manno (4) set, the former undergoes glycosyl transfer via an isolable intermediate whereas the latter does not. The differing anomeric effects exerted in the ground states are proposed as the force which explains the differences in behavior.

Versatile intermediate for complete α/β stereocontrol in O-glycosidation reactions

β-O-Glucosides 5, which can be completely converted to the α-anomers in the reaction medium, are obtained as single isomers by glycosidation of readily available donor 1 and are easily transformed into 2-deoxy-β-O-glucosides.