104707-01-9

Upstream product

• 85572-59-4 1,2,3,4-tetra-O-benzoyl-6-O-triphenylmethyl-β-D-glucopyranose 
• 98-88-4 benzoyl chloride 
• 2280-44-6 D-Glucose 
• 247017-29-4 1,2,3,4-tetra-O-benzoyl-6-O-trityl-α,β-D-glucopyranoside 

Downstream Products

• 65731-67-1 1,2,3,4-tetra-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 104707-08-6 1,2,3,4-tetra-O-benzoyl-6-O-(3,4-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranose 
• 1611474-34-0 2,3,4-tri-o-benzoyl-6-O-9-fluorenylmethyloxycarboxyl-α-D-glucopyranosyl bromide 
• 1611474-40-8 C₅₆H₅₆O₁₃Si 
• 1611474-42-0 C₄₈H₄₄O₁₁ 
• 1611474-43-1 cyclohexyl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside 
• 1611474-38-4 C₄₉H₃₈O₁₂ 
• 1609983-87-0 6-(2'-O-benzyl-phthalimido)-2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl oleanate 
• 1609983-84-7 6-(2'-O-benzyl-phthalimido)-2,3,4-tri-O-benzoyl-6-deoxy-α-D-glucopyranosyl bromide 
• 1609983-78-9 6-(2'-O-benzyl-phthalimido)-2,3,4-tri-O-benzoyl-6-deoxy-α-D-glucopyranoside trichloroacet-imidate 
• 1609983-75-6 6-(2'-O-benzyl-phthalimido)-1,2,3,4-tetra-O-benzoyl-6-deoxy-β-D-glucopyranose 
• 1609983-72-3 6-phthalimido-1,2,3,4-tetra-O-benzoyl-6-deoxy-β-D-glucopyranose 
• 1609983-69-8 6-azide-1,2,3,4-tetra-O-benzoyl-6-deoxy-β-D-glucopyranose 
• 1609984-10-2 oleanate 28-O-6-phthalimido-6-deoxy-β-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis of glucuronic acid derivatives via the efficient and selective removal of a C6 methyl group

This investigation is related to the development of a general strategy for the synthesis of certain glucuronic acid derivatives. In particular, we report exceptionally selective conditions for removing the C6 methyl protecting group by potassium hydroxide

In(III) triflate-catalyzed detritylation and glycosylation by solvent-free ball milling

A highly efficient In(III) triflate-assisted method for the detritylation of O-trityl derivatives of carbohydrates, phenols, and alcohols using solvent-free mechanochemical method is described. In the case of carbohydrates, further reaction in the presence of an acceptor sugar leads to highly efficient glycosylation in the same pot resulting in the formation of the desired glycoside-product in very high yields. The method was applied successfully to the synthesis of a combinatorial library of galactose-based (1,6)-linked cyclohexa-, hepta-, and octasaccharides on gram scale.

Glycosylation of a newly functionalized orthoester derivative

Tandem glycosylation of the 6-O-Fmoc-substituted benzyl orthoester derivative 2a was carried out in moderate yields by electrogenerated acid (EGA). The Fmoc group was effectively removed under mild basic conditions, and the product was submitted to the subsequent glycosylation.

SYNTHESES OF A BRANCHED HEPTASACCHARIDE HAVING PHYTOALEXIN-ELICITOR ACTIVITY

Synteses are described of a D-glucose heptasaccharide, 1, corresponding to a glucan structure recognised by the soybean when infected by the fungus Phytophtora megasperma f. sp. glycinea and which stimulates the formation of phytoalexins.The synthetic strategy is based upon 1,2-trans-glycoside formation assisted by participating benzoate groups in the 2-position, with silver triflate as promoter and glycosyl bromides as donors for making the smaller fragments, and with methyl triflate as promoter with thioglycosides as donors for making the larger ones.Regioselective reductive openings of 4,6 benzylidene acetals play a key role in obtaining free 6-OH groups with benzyl protection at O-4.