3,4,6-tri-O-benzoyl-1,2-O-[1-exo-(methoxy)benzylidene]-α-D-glucopyranoside

Base Information

• Chemical Name: 3,4,6-tri-O-benzoyl-1,2-O-[1-exo-(methoxy)benzylidene]-α-D-glucopyranoside
• CAS No.: 92761-43-8
• Molecular Formula: C₃₅H₃₀O₁₀
• Molecular Weight: 610.617

Synonyms:3,4,6-tri-O-benzoyl-1,2-O-[1-exo-(methoxy)benzylidene]-α-D-glucopyranoside

Chemical Property of 3,4,6-tri-O-benzoyl-1,2-O-[1-exo-(methoxy)benzylidene]-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 3,4,6-tri-O-benzoyl-1,2-O-[1-exo-(methoxy)benzylidene]-α-D-glucopyranoside

There total 9 articles about 3,4,6-tri-O-benzoyl-1,2-O-[1-exo-(methoxy)benzylidene]-α-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside (114682-36-9,14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,127305-34-4,151377-77-4) + tributyltin methoxide (1067-52-3) → 3,4,6-tri-O-benzoyl-1,2-O-[1-exo-(methoxy)benzylidene]-α-D-glucopyranoside (92761-43-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane;

DOI:10.1021/ol016713j

Reference yield: 91.0%

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide (14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4) + methanol (67-56-1) → 1,2-O-(α-methoxybenzylidene)-3,4,6-tri-O-benzoyl-β-D-mannopyranose (65236-82-0,65236-87-5,92761-43-8,106930-83-0,134677-35-3)

Guidance literature:

With tetrabutylammomium bromide; sodium hydrogencarbonate; In acetonitrile; at 20 ℃; Molecular sieve;

DOI:10.1139/V09-146

Reference yield:

methanol (67-56-1) + β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside (114682-36-9,14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,127305-34-4,151377-77-4) → 3,4,6-tri-O-benzoyl-1,2-O-[1-exo-(methoxy)benzylidene]-α-D-glucopyranoside (92761-43-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane-d2; at 20 ℃; for 0.166667h;

DOI:10.1021/ol016713j

upstream raw materials:

2,3,4,6-tetra-O-benzoylglucosyl bromide

methanol

β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

tributyltin methoxide

Downstream raw materials:

3,4,6-tri-O-benzyl-1,2-O-[methoxy(phenyl)methylene]-β-D-glucopyranose

1,2-O-(α-methoxybenzylidene)-β-D-mannopyranose

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl fluoride

phenyl 6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-2,3,4-tri-O-methyl-1-thio-α-D-mannopyranoside

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