129831-91-0

Upstream product

• 129831-92-1 Methyl 4,6-O-benzylidene-2-O-methyl-3-O-p-tolylsulfonyl-α-D-galactopyranoside 
• 64552-06-3 methyl 4,6-O-benzylidene-α-D-galactopyranoside 
• 74-88-4 methyl iodide 
• 124-41-4 sodium methylate 
• 2880-96-8 methyl 2,3-anhydro-4,6-O-benzylidene-β-D-gulopyranoside 
• 120408-72-2 Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-allopyranoside 
• 86470-08-8 methyl 4,6-O-benzylidene-β-D-galactopyranoside 3-O-p-toluenesulfonate 
• 71117-36-7 methyl 4,6-O-(S)-benzylidene-β-D-galactopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 86420-68-0 methyl 4,6-O-benzylidene-α-D-galactopyranoside 3-O-p-toluenesulfonate 
• 28542-06-5 methyl 2-O-methyl-α-D-galactopyranoside 

Downstream Products

• 1199797-34-6 C₁₅H₁₈O₆ 
• 1199797-33-5 C₁₅H₁₈O₆ 
• 3013-58-9 methyl 4,6-O-(S)-benzylidene-2,3-di-O-methyl-β-D-idopyranoside 
• 129831-92-1 Methyl 4,6-O-benzylidene-2-O-methyl-3-O-p-tolylsulfonyl-α-D-galactopyranoside 

Relevant academic research and scientific papers

A scalable approach to obtaining orthogonally protected β-d-idopyranosides

A practical method to obtain orthogonally protected d-idopyranose from d-galactose has been developed, which is the first method to enable synthesis of the challenging β-d-idopyranoside linkage. The method relies on a key double inversion at O-2 and O-3 in an easily prepared d-galactose derivative, which proceeds regio- and stereoselectively through a 2,3-anhydrotalopyranoside; reaction using a selection of alkoxides affords exclusively the 3-O-alkylidopyranoside, which can be used to generate an orthogonally protected monosaccharide. The process is scalable and requires minimal purification, so it could be used to produce building blocks to aid in the synthesis of various β-idopyranose-containing oligosaccharide targets to further probe their biological functions.

Highly functionalized, enantiomerically pure furo[x,y-c]pyrans via alkylidenecarbenes derived from sugar templates: synthesis and mechanism study via computational chemistry

The new method for the generation of alkylidenecarbenes based on the reaction of trimethylsilylazide/Bu2SnO with α-cyanomesylates has been applied to readily available sugar derivatives for the synthesis of highly functionalized, enantiomerical