754224-56-1

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 6988-40-5 methyl 2,3-di-O-benzyl-β-D-galactopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 100-39-0 benzyl bromide 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 7177-79-9 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 

Downstream Products

• 160204-48-8 methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-trimethylsilyl-β-D-galactopyranoside 
• 754224-60-7 methyl 2,3-di-O-benzyl-6-O-(t-butyldimethylsilyl)-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside 
• 118545-19-0 methyl 2,3-di-O-benzyl-4,6-O-<(R)-(1-ethoxycarbonyl)ethylidene>-α-D-galactopyranoside 
• 754224-47-0 Phthalic acid 1-((1R,4S,5R,6S)-1-acetoxy-4,5,6-tris-benzyloxy-cyclohex-2-enylmethyl) ester 2-((2S,3R,4S,5R,6R)-3-azido-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl) ester 
• 754224-51-6 methyl 4-azido-2,3-di-O-benzyl-6-O-(2-carboxybenzoyl)-4-deoxy-β-D-glucopyranoside 
• 754224-63-0 methyl 4-azido-2,3-di-O-benzyl-6-O-(t-butyldimethylsilyl)-4-deoxy-β-D-glucopyranoside 
• 754224-66-3 methyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-D-glucopyranoside 

Relevant academic research and scientific papers

An investigation into the synthesis of some molecules related to methyl acarviosin

Methyl acarviosin is an impressive inhibitor of some glycoside hydrolases that process substrates containing α-D-glucosidic linkages. In an attempt to provide putative inhibitors for enzymes that process β-D-glucosidic linkages, we report an improved synthesis of a hydroxylated 'methyl β-acarviosin' and our efforts towards various deoxygenated versions of methyl β-acarviosin. As well, the synthesis of a 1,3-linked variant of methyl β-acarviosin is reported, together with an unsuccessful 'tether' approach to construct the crucial nitrogen linkage in the acarviosins.

Convenient synthesis of pyruvate acetals of carbohydrates by coupling of trialkylsilylated diols and pyruvates

Hexopyranoside diols, mainly 4,6-diols with α-gluco, β-gluco, α-galacto, β-galacto, and α-manno configurations could be converted effectively (40-74% yields), to the corresponding pyruvate acetals by the coupling of the O-trialkylsilylated, namely, O-TBDM