1256138-05-2

Upstream product

• 3282-30-2 pivaloyl chloride 
• 159407-19-9 phenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside 
• 530-26-7 D-Mannose 
• 108-98-5 thiophenol 
• 2936-70-1 (2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 

Downstream Products

• 1256138-08-5 phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside 
• 1256138-21-2 C₃₀H₄₃BrO₁₃ 
• 1256138-24-5 methyl (4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-α-D-mannopyranoside)-(1->6)-2,3,4-O-methyl-α-D-glucopyranoside 
• 1256138-27-8 methyl (4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-α-D-mannopyranoside)-(1->6)-2,3,4-O-methyl-α-D-glucopyranoside 
• 1256138-30-3 C₃₀H₄₂O₁₃ 
• 1441884-65-6 C₃₆H₄₃BrO₁₄ 
• 1441884-73-6 C₃₆H₄₃BrO₁₄ 
• 1441884-77-0 C₃₆H₄₂O₁₄ 
• 1441884-81-6 C₃₄H₄₂O₁₃ 
• 73366-72-0 benzyl 4,6-O-benzylidene-α-D-mannopyranoside 

Relevant academic research and scientific papers

Rh(II) carbene-promoted activation of the anomeric C-H bond of carbohydrates: A stereospecific entry toward α- And β-ketopyranosides

In this communication we report a new strategy toward ketopyranosides based on a carbene-mediated activation of the anomeric C-H bond of carbohydrates. By forming a new carbon-carbon bond after a glycosylation step, this approach enables the preparation o

New sugar donors using the same synthesis of sugar chain

PROBLEM TO BE SOLVED: To provide techniques for efficient chemical synthesis of sugar chains.SOLUTION: There are provided sugar derivatives represented by the formula (Ia) in the figure and methods of synthesizing sugar chains using the same. [In the form

Carbene-mediated functionalization of the anomeric C-H bond of carbohydrates: Scope and limitations

Herein we investigate the scope and limitations of a new synthetic approach towards α- and β-ketopyranosides relying on the functionalization of the anomeric C-H bond of carbohydrates by insertion of a metal carbene. A key bromoacetate grafted at the 2-position is the cornerstone of a stereoselective glycosylation/diazotransfer/quaternarization sequence that makes possible the construction of a quaternary center with complete control of the stereochemistry. This sequence shows a good tolerance toward protecting groups commonly used in carbohydrate chemistry and gives rise to quaternary disaccharides with good efficiency. In the case of a disaccharide with a more restricted conformation, this functionalization process can be hampered by the steric demand next to the targeted anomeric position. In addition, the formation of transient orthoesters during the glycosylation step may also reduce the overall efficiency of the synthetic sequence. Copyright