2'-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo-[b]furanyl)propiophenone

Base Information

• Chemical Name: 2'-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo-[b]furanyl)propiophenone
• CAS No.: 174456-59-8
• Molecular Formula: C₃₆H₃₄O₁₂
• Molecular Weight: 658.659

Synonyms:2'-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo-[b]furanyl)propiophenone

Chemical Property of 2'-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo-[b]furanyl)propiophenone

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 2'-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo-[b]furanyl)propiophenone

There total 4 articles about 2'-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo-[b]furanyl)propiophenone 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:

benzaldehyde dimethyl acetal (1125-88-8) → 2'-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo-[b]furanyl)propiophenone (174456-59-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / p-TsOH*H₂O / CH₂Cl₂; dioxane / 15 h / Ambient temperature

2: pyridine / 3 h / Ambient temperature

With pyridine; toluene-4-sulfonic acid; In 1,4-dioxane; dichloromethane;

DOI:10.1248/cpb.46.1545

Reference yield:

2'-(β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]-furanyl)propiophenone (174456-32-7) → 2'-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo-[b]furanyl)propiophenone (174456-59-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / p-TsOH*H₂O / CH₂Cl₂; dioxane / 15 h / Ambient temperature

2: pyridine / 3 h / Ambient temperature

With pyridine; toluene-4-sulfonic acid; In 1,4-dioxane; dichloromethane;

DOI:10.1248/cpb.46.1545

Reference yield:

acetic anhydride (108-24-7) + 2'-(4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]furanyl)propiophenone (174456-58-7) → 2'-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo-[b]furanyl)propiophenone (174456-59-8)

Guidance literature:

With pyridine; for 3h; Ambient temperature;

DOI:10.1248/cpb.46.1545

upstream raw materials:

acetic anhydride

2'-(4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]furanyl)propiophenone

benzaldehyde dimethyl acetal

2'-(β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]-furanyl)propiophenone

Downstream raw materials:

2'-(2,3-di-O-acetyl-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo[b]furanyl)propiophenone

2'-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]furanyl)propiophenone

2'-(2,3-di-O-Acetyl-β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]-furanyl)propiophenone

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