2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-β-D-glucopyranoside

Base Information

• Chemical Name: 2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-β-D-glucopyranoside
• CAS No.: 1352813-67-2
• Molecular Formula: C₂₄H₃₀N₄O₇
• Molecular Weight: 486.525

Synonyms:2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-β-D-glucopyranoside

Chemical Property of 2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-β-D-glucopyranoside

Chemical Property:

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Technology Process of 2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-β-D-glucopyranoside

There total 3 articles about 2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(p-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: 91.0%

2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-tosyl-β-D-glucopyranoside (1352813-65-0) + 4-methoxy-phenol (150-76-5) → 2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-β-D-glucopyranoside (1352813-67-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 60 ℃; for 72h; Inert atmosphere;

DOI:10.1021/ja2083015

Reference yield:

2-azidoethyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (1082471-11-1) → 2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-β-D-glucopyranoside (1352813-67-2)

Guidance literature:

Multi-step reaction with 3 steps

1: water; acetic acid / 36 h / 40 °C

2: pyridine / 24 h / 4 - 20 °C

3: sodium hydride / N,N-dimethyl-formamide; mineral oil / 72 h / 60 °C / Inert atmosphere

With pyridine; water; sodium hydride; acetic acid; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ja2083015

Reference yield:

2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside (1352813-64-9) → 2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-β-D-glucopyranoside (1352813-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 24 h / 4 - 20 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 72 h / 60 °C / Inert atmosphere

With pyridine; sodium hydride; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ja2083015

upstream raw materials:

2-azidoethyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

2-azidoethyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-tosyl-β-D-glucopyranoside

4-methoxy-phenol

Downstream raw materials:

2-azidoethyl [methyl(3-O-acetyl-2,4-di-O-benzoyl-β-D-glucopyranosyl)uronate]-(1->3)-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-β-D-glucopyranoside

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