400888-38-2

Upstream product

• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 150942-98-6 t-butyl lithioacetate 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 

Downstream Products

• 400888-42-8 methyl (2,3,4,6-tetra-O-benzyl-1-hydroxy-D-glucopyranosyl)acetate 
• 400888-51-9 ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-cyano-tetrahydro-pyran-2-yl)-acetic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of sugar-fused GABA-analogs

γ-Aminobutyric acid (GABA)-sugar analogs in the form of C-ketosides can be prepared in 4 to 7 steps starting from D- or L-Glucono- and D-Galactono-1,5-lactone. The key step in the synthesis is the trimethylsilyl-trifluoromethanesulfonate (TMS-OTf) promote

A new Co(0) complex mediated synthesis of C-glycoside analogues

Properly protected glyconolactones, readily available from the parent sugars, react under mild conditions with α-bromoacetates in the presence of a soluble Co(0) complex, either in stoichiometric or substoichiometric amounts, to give a Reformatsky-type addition product to the lactone. The addition product can be subsequently converted into a variety of compounds: dehydroxylation with triethylsilane in the presence of boron trifluoride affords C-glycosides.