20701-62-6

Upstream product

• 108-24-7 acetic anhydride 
• 100-52-7 benzaldehyde 
• 7473-36-1 ethyl 1-thio-β-D-glucopyranoside 

Downstream Products

• 935657-41-3 ethyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-glucopyranoside 
• 503602-28-6 octyl 2,3,4-tri-O-benzyl-6-O-trityl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 503602-55-9 octyl 2,3,6-tri-O-benzyl-4-O-dibenzylphosphono-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 503602-27-5 octyl 2,3-di-O-benzyl-6-O-trityl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 503602-51-5 octyl 2,3,6-tri-O-benzyl-4-O-dibenzylphosphityl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 503602-49-1 octyl 2,3,4-tri-O-benzyl-6-O-diphenoxyphosphono-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 503602-31-1 octyl 2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 503602-29-7 octyl 2,3,4-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 503602-26-4 octyl 2,3-di-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 503602-32-2 octyl 2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 503602-30-0 octyl 2,3,4-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 935657-44-6 cyclohexylmethyl 6-O-benzyl-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside 
• 935657-39-9 ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside 

Relevant academic research and scientific papers

Three Solvent-Free Catalytic Approaches to the Acetal Functionalization of Carbohydrates and Their Applicability to One-Pot Generation of Orthogonally Protected Building Blocks

Three alternative protocols were developed to carry out the selective installation of acetal groups on carbohydrates and polyols under mildly acidic, solvent-free conditions. One protocol is based on a diol/aldehyde condensation at room temperature, with an acetolysis process serving for the activation of the carbonyl component. A second approach is based on an orthoester-mediated activation of the carbonyl component at high temperature. The third protocol is instead entailing a transacetalation mechanism. Combination of these methods allows a wide set of acetal-protected building blocks to be accessed in short times under very simple experimental conditions working under air. The scope of the latter two approaches was also extended to unusual one-pot synthetic sequences leading to concomitant Fischer glycosidation/acetal protection of reducing sugars.