2-methylphenyl 3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: 2-methylphenyl 3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside
• CAS No.: 1092935-48-2
• Molecular Formula: C₂₈H₃₀O₆S
• Molecular Weight: 494.609

Synonyms:2-methylphenyl 3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside

Chemical Property of 2-methylphenyl 3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside

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Technology Process of 2-methylphenyl 3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside

There total 1 articles about 2-methylphenyl 3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-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: 90.0%

2-methylphenyl 3-O-benzyl-1-thio-β-D-glucopyranoside (1092935-49-3) + p-Anisaldehyde dimethyl acetal (2186-92-7) → 2-methylphenyl 3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside (1092935-48-2)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 40 ℃;

DOI:10.1016/j.carres.2008.06.011

Reference yield: 93.0%

2-methylphenyl 3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside (1092935-48-2) + 2-(azidomethyl)benzoyl chloride (289712-58-9) → 2-methylphenyl 2-O-(2-(azidomethyl)benzoyl)-3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside (1092935-50-6)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1016/j.carres.2008.06.011

Reference yield: 88.0%

2-methylphenyl 3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside (1092935-48-2) + benzoyl chloride (98-88-4) → 2-methylphenyl 2-O-benzoyl-3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside (1092935-51-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.carres.2008.06.011

upstream raw materials:

2-methylphenyl 3-O-benzyl-1-thio-β-D-glucopyranoside

p-Anisaldehyde dimethyl acetal

Downstream raw materials:

2-methylphenyl 2-O-benzoyl-3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside

2-methylphenyl 2-O-(2-(azidomethyl)benzoyl)-3-O-benzyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside

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