allyl 2,3-di-O-acetyl-6-O-(4-methoxyphenyl)-β-D-glucopyranoside

Base Information

• Chemical Name: allyl 2,3-di-O-acetyl-6-O-(4-methoxyphenyl)-β-D-glucopyranoside
• CAS No.: 147577-26-2
• Molecular Formula: C₂₀H₂₆O₉
• Molecular Weight: 410.421
• Mol file: 147577-26-2.mol

Synonyms:allyl 2,3-di-O-acetyl-6-O-(4-methoxyphenyl)-β-D-glucopyranoside

Chemical Property of allyl 2,3-di-O-acetyl-6-O-(4-methoxyphenyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,3-di-O-acetyl-6-O-(4-methoxyphenyl)-β-D-glucopyranoside

There total 4 articles about allyl 2,3-di-O-acetyl-6-O-(4-methoxyphenyl)-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: 65.0%

4-methoxy-phenol (150-76-5) + allyl 2,3-di-O-acetyl-β-D-glucopyranoside (126777-64-8) → allyl 2,3-di-O-acetyl-6-O-(4-methoxyphenyl)-β-D-glucopyranoside (147577-26-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 1h; Heating;

DOI:10.1016/S0008-6215(92)84233-I

Reference yield:

allyl β-D-glucopyranoside (2595-07-5,7464-56-4,34384-79-7,41308-76-3,48149-72-0,48149-74-2,85249-43-0,119479-69-5,821794-45-0) → allyl 2,3-di-O-acetyl-6-O-(4-methoxyphenyl)-β-D-glucopyranoside (147577-26-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 76.5 percent / p-toluenesulfonic acid / dimethylformamide / a) room temperature, overnight, b) 50 deg C, diminished pressure, 2.5 h

2: 99 percent / pyridine / 5 h / Ambient temperature

3: 98 percent / acetic acid, water / 2.5 h / Ambient temperature

4: 65 percent / triphenylphosphine. diethyl azodicarboxylate / tetrahydrofuran / 1 h / Heating

With pyridine; water; toluene-4-sulfonic acid; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(92)84233-I

Reference yield:

allyl 4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside (147649-92-1) → allyl 2,3-di-O-acetyl-6-O-(4-methoxyphenyl)-β-D-glucopyranoside (147577-26-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / pyridine / 5 h / Ambient temperature

2: 98 percent / acetic acid, water / 2.5 h / Ambient temperature

3: 65 percent / triphenylphosphine. diethyl azodicarboxylate / tetrahydrofuran / 1 h / Heating

With pyridine; water; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1016/S0008-6215(92)84233-I

upstream raw materials:

4-methoxy-phenol

allyl 2,3-di-O-acetyl-β-D-glucopyranoside

allyl β-D-glucopyranoside

allyl 4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside