1-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranoside

Base Information

• Chemical Name: 1-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranoside
• CAS No.: 71238-95-4
• Molecular Formula: C₃₃H₄₂O₁₈
• Molecular Weight: 726.686

Synonyms:1-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranoside

Chemical Property of 1-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranoside

Chemical Property:

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Technology Process of 1-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranoside

There total 3 articles about 1-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl(1→3)-2,4,6-tri-O-acetyl-α-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: 62.0%

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranosyl bromide (23202-66-6) + benzyl alcohol (100-51-6,185532-71-2) → 1-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranoside (71238-95-4)

Guidance literature:

With iodine; silver carbonate; In dichloromethane; at 20 ℃; for 20h; Darkness; Inert atmosphere;

DOI:10.1016/j.carres.2013.07.007

Reference yield:

1,2,4,6-tetra-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranose (68036-18-0) → 1-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranoside (71238-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide; acetic acid / 0.25 h / 20 °C

2: silver carbonate; iodine / dichloromethane / 20 h / 20 °C / Darkness; Inert atmosphere

With hydrogen bromide; iodine; acetic acid; silver carbonate; In dichloromethane; 2: |Koenigs-Knorr Glycosidation;

DOI:10.1016/j.carres.2013.07.007

Reference yield:

→ 1-benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranoside (71238-95-4)

Guidance literature:

α-Acetobromlaminaribiose 5, Benzylalkohol;

upstream raw materials:

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

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranosyl bromide

benzyl alcohol

Downstream raw materials:

1-(benzyl)-β-D-glucopyranosyl(1→3)-β-D-glucopyranoside

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