phenyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside
• CAS No.: 85372-97-0
• Molecular Formula: C₃₂H₄₀O₁₈
• Molecular Weight: 712.659

Synonyms:phenyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Chemical Property of phenyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Chemical Property:

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Technology Process of phenyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside

There total 2 articles about phenyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-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: 70.0%

2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide (85439-68-5) + phenol (108-95-2,27073-41-2) → phenyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside (85372-97-0)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; water; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(83)88243-3

Reference yield:

1,2,4,6-tetra-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranose (68036-16-8) → phenyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside (85372-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / hydrogen bromide / acetic acid / 1 h / Ambient temperature

2: 70 percent / potassium hydroxide / H₂O; dioxane / 3 h / Ambient temperature

With potassium hydroxide; hydrogen bromide; In 1,4-dioxane; water; acetic acid;

DOI:10.1016/0008-6215(83)88243-3

Reference yield: 90.0%

phenyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside (85372-97-0) → phenyl 3-O-α-D-glucopyranosyl-β-D-glucopyranoside (85372-98-1)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

DOI:10.1016/0008-6215(83)88243-3

upstream raw materials:

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

phenol

1,2,4,6-tetra-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranose

Downstream raw materials:

phenyl 3-O-α-D-glucopyranosyl-β-D-glucopyranoside

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