150935-64-1

Upstream product

• 2936-70-1 (2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 98-88-4 benzoyl chloride 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 13992-16-0 phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside 
• 152488-25-0 phenyl 6-O-(tert-butyldimethylsilyloxy)-1-thio-α-D-mannopyranoside 

Downstream Products

• 150935-65-2 phenyl 2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside 
• 188397-33-3 N^α-(fluoren-9-ylmethoxycarbonyl)-O-[3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranosyl]-L-threonine pentafluorophenyl ester 
• 188397-31-1 N^α-(fluoren-9-ylmethoxycarbonyl)-O-[3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl]-L-threonine pentafluorophenyl ester 
• 183158-62-5 N^α-(fluoren-9-ylmethoxycarbonyl)-O-[3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-phosphate-α-D-mannopyranosyl)-α-D-mannopyranosyl]-L-threonine pentafluorophenyl ester 
• 188397-28-6 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-mannopyranosyl bromide 
• 188397-27-5 phenyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-1-thio-α-D-mannopyranoside 
• 188397-30-0 C₄₁H₄₀BrClO₁₇ 
• 188397-29-7 1,3,4,6-tetra-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-6-O-chloroacetyl-α-D-mannopyranosyl)-β-D-mannopyranose 
• 188397-32-2 N^α-(fluoren-9-ylmethoxycarbonyl)-O-[3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranosyl]-L-threonine 
• 173207-92-6 phenyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside 
• 173207-93-7 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranosyl bromide 
• 150935-67-4 C₃₁H₂₆BrCl₆O₁₁P 
• 150935-66-3 phenyl 2,3,4-tri-O-benzoyl-1-thio-6-O-bis(2,2,2-trichloroethoxy)phosphoryl-α-D-mannopyranoside 
• 150935-71-0 C₄₃H₄₂BrCl₆O₁₉P 

Relevant academic research and scientific papers

A stereospecific approach towards the synthesis of 2-deoxy α- and β-glycosides based on a 1,2-ethyl (phenyl) thio group migration

Iodonium ion (NIS/TfOH)-assisted glycosylation of a sugar acceptor with properly protected ethyl (phenyl) 2-O-phenoxythiocarbonyl 1-thio-β-D-gluco- or 1-thio-α-D-mannopyranoside donors gives the respective 1,2-trans linked 2'-ethyl (phenyl) thio-2'-deoxy-α-D-manno- or β-D-glucopyranosides.

Synthesis of Mannose 6-Phosphate-containing Disaccharide Threonine Building Blocks and their Use in Solid-phase Glycopeptide Synthesis

The preparation of 6'-O-phosphorylated α(1,2)- and α(1,6)-linked mannose disaccharides is described, starting from phenyl 2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside and using bis-(2,2,2-trichloroethyl)phosphorochloridate as phosphorylating reagent.The mannobiosides were converted into glycosyl donors and used in glycosylations of Nα-Fmoc-Thr-OPfp.The resulting glycosylated building blocks, 11 and 12, were used in solid-phase glycopeptide synthesis of O-mannosylated tripeptides.