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

Base Information

• Chemical Name: benzyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside
• CAS No.: 85372-95-8
• Molecular Formula: C₃₃H₄₂O₁₈
• Molecular Weight: 726.686

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

Chemical Property of benzyl 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 benzyl 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 benzyl 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: 87.0%

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) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside (85372-95-8)

Guidance literature:

With mercury(II) cyanide; at 85 ℃; for 2h;

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) → benzyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside (85372-95-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 87 percent / mercuric cyanide / 2 h / 85 °C

With hydrogen bromide; mercury(II) cyanide; In acetic acid;

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

Reference yield: 91.0%

benzyl 2,4-di-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside (85372-95-8) → benzyl 3-O-α-D-glucopyranosyl-β-D-glucopyranoside (85372-96-9)

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

benzyl alcohol

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:

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

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