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

Base Information

• Chemical Name: 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide
• CAS No.: 85439-68-5
• Molecular Formula: C₂₆H₃₅BrO₁₇
• Molecular Weight: 699.458

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

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

Chemical Property:

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

There total 2 articles about 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl bromide 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:

octo-O-acetylnigerose (63162-71-0) → O2,O4,O6-triacetyl-O3-(tetra-O-acetyl-α-D-glucopyranosyl)-ξ-D-glucopyranosyl bromide (23202-66-6,64681-37-4,81600-92-2,85439-68-5,102919-00-6)

Guidance literature:

With hydrogen bromide; acetic acid; In dichloromethane; at 0 - 25 ℃; for 4.5h; Inert atmosphere;

Reference yield:

1,2,3,6-tetra-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranose (56994-14-0) → 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyl bromide (23202-66-6,64681-37-4,81600-92-2,85439-68-5,102919-00-6)

Guidance literature:

With hydrogen bromide; In acetic anhydride; acetic acid; 1.) 0 deg C, 4 h; 2.) r.t., 1.5 h;

DOI:10.1016/0008-6215(83)88120-8

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

upstream raw materials:

octo-O-acetylnigerose

1,2,3,6-tetra-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranose

Downstream raw materials:

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

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

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

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

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