142270-27-7

Upstream product

• 142270-21-1 methyl 6,7-di-O-acetyl-2,3,4-tri-O-benzyl-L-glycero-α-D-manno-heptopyranoside 
• 142270-22-2 1,6,7-tri-O-acetyl-2,3,4-tri-O-benzyl-L-glycero-α-D-manno-heptopyranose 
• 122588-51-6 methyl-2,3,4-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside 
• 142270-23-3 ethyl 6,7-di-O-acetyl-2,3,4-tri-O-benzyl-1-thio-L-glycero-α-D-manno-heptopyranoside 

Downstream Products

• 142270-28-8 ethyl 6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-(tert-butyldimethylsilyl)-1-thio-L-glycero-α-D-manno-heptopyranoside 
• 142270-31-3 2-(4-trifluoroacetamidophenyl)ethyl O-<6-O-benzoyl-2,3,4-tri-O-benzyl-L-glycero-α-D-manno-heptopyranosyl>-(1-3)-2,6,7-tri-O-acetyl-4-O-chloroacetyl-L-glycero-α-D-manno-heptopyranoside 
• 142270-30-2 2-(4-trifluoroacetamidophenyl)ethyl O-<6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-(tert-butyldimethylsilyl)-L-glycero-α-D-manno-heptopyranosyl>-(1-3)-2,6,7-tri-O-acetyl-4-O-chloroacetyl-L-glycero-α-D-manno-heptopyranoside 

Relevant academic research and scientific papers

Synthesis of a trisaccharide fragment corresponding to the lipopolysaccharide region of vibrio parahaemolyticus

Vicinal syn-dihydroxylation of D-manno-hept-6-enopyranosides 4 and 10 with OsO4 afforded D-glycero-α-D-manno-heptopyranosides 5 and 11, respectively, in good yield and with a high degree of stereoselectivity. Compound 5 was converted into DD-He

Synthesis of 2-(4-trifluoroacetamidophenyl)ethyl O-(L-glycero-α-D-manno-heptopyranosyl)-(1→7)-O-(L-glycero-α-D-manno -heptopyranosyl)-(1→3)-L-glycero-α-D-manno-heptopyranoside, corresponding to the heptose region of the Salmonella Ra core structure

The title trisaccharide was synthesized from methyl 2,3,4-tri-O-benzyl-L-glycero-α-D-manno-heptopyranoside by acetolysis, followed by conversion into ethyl thioglycosides and also glycosyl bromides, which were both used in glycosylation reactions. In glyc