2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide

Base Information

• Chemical Name: 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide
• CAS No.: 158109-40-1
• Molecular Formula: C₁₆H₂₀N₄O₆
• Molecular Weight: 364.358

Synonyms:2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide

Chemical Property of 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide

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Technology Process of 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide

There total 1 articles about 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide 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: 84.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + 2-N-acetylamido-2-deoxy-β-D-glucopyranosyl azide (29847-23-2) → 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide (158109-40-1)

Guidance literature:

With tetrafluoroboric acid; In diethyl ether; N,N-dimethyl-formamide; for 4h;

DOI:10.1002/prac.19923340705

Reference yield: 95.0%

acetic anhydride (108-24-7) + 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide (158109-40-1) → 2-acetamido-3-O-acetyl-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide

Guidance literature:

With pyridine; at 0 ℃; for 8h;

DOI:10.1002/prac.19923340705

Reference yield: 81.0%

2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide (158109-40-1) + chloroacetyl chloride (79-04-9) → 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-3-O-monochloroacetyl-β-D-glucopyranosyl azide

Guidance literature:

With triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1002/prac.19923340705

upstream raw materials:

p-Anisaldehyde dimethyl acetal

2-N-acetylamido-2-deoxy-β-D-glucopyranosyl azide

Downstream raw materials:

2-acetamido-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide

2-acetamido-2-deoxy-6-O-(4-methoxybenzyl)-3-O-monochloroacetyl-β-D-glucopyranosyl azide

2-acetamido-3,4-di-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide

2-acetamido-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide

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