3,5-dimethoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone

Base Information

• Chemical Name: 3,5-dimethoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone
• CAS No.: 86402-42-8
• Molecular Formula: C₂₄H₃₀O₁₃
• Molecular Weight: 526.494

Synonyms:3,5-dimethoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone

Chemical Property of 3,5-dimethoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone

Chemical Property:

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Technology Process of 3,5-dimethoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone

There total 2 articles about 3,5-dimethoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone 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:

1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone (2478-38-8) + acetic anhydride (108-24-7) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → D-glucose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) + 1-(4-acetoxy-3,5-dimethoxy-phenyl)-ethanone (28294-47-5) + 3,5-dimethoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone (86402-42-8)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/0008-6215(90)84294-5

Reference yield:

1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone (2478-38-8) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 3,5-dimethoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone (86402-42-8)

Guidance literature:

With sodium hydroxide; acetone;

Reference yield:

3,5-dimethoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone (86402-42-8) → Acetosyringonyl β-D-glucopyranoside (86402-41-7)

Guidance literature:

With sodium methylate; In acetic acid; Ambient temperature;

DOI:10.1016/0008-6215(90)84294-5

upstream raw materials:

1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

acetic anhydride

Downstream raw materials:

Acetosyringonyl β-D-glucopyranoside

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