4-bromophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside

Base Information

• Chemical Name: 4-bromophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside
• CAS No.: 215776-05-9
• Molecular Formula: C₂₄H₃₅BrO₁₆
• Molecular Weight: 659.436

Synonyms:4-bromophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside

Chemical Property of 4-bromophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 4-bromophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside

There total 3 articles about 4-bromophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-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:

(2,3,4,6-tetra-O-acetyl-β-D-glucoyranosyl)-(1-4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α-D-glucopyranosyl bromide (84396-27-0) → 4-bromophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside (215776-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylbenzylammonium bromide, aq. NaOH / CH₂Cl₂ / 5 h

2: NaOMe, MeOH / Ambient temperature

With methanol; sodium hydroxide; sodium methylate; benzyltriethylammonium bromide; In dichloromethane;

DOI:10.1016/S0008-6215(98)00175-X

Reference yield:

(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->3)-1,2,4,6-tetra-O-acetyl-D-glucopyranose (215775-94-3) → 4-bromophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside (215776-05-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / HBr / 0.5 h / Ambient temperature

2: triethylbenzylammonium bromide, aq. NaOH / CH₂Cl₂ / 5 h

3: NaOMe, MeOH / Ambient temperature

With methanol; sodium hydroxide; hydrogen bromide; sodium methylate; benzyltriethylammonium bromide; In dichloromethane;

DOI:10.1016/S0008-6215(98)00175-X

Reference yield:

4-bromophenyl (2,3,4,6-tetra-O-acetyl-β-D-glucoyranosyl)-(1-4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside (215775-96-5) → 4-bromophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside (215776-05-9)

Guidance literature:

With methanol; sodium methylate; Yield given; Ambient temperature;

DOI:10.1016/S0008-6215(98)00175-X

upstream raw materials:

4-bromophenyl (2,3,4,6-tetra-O-acetyl-β-D-glucoyranosyl)-(1-4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside

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

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

Downstream raw materials:

4-bromo-phenol

O-β-D-glucopyranosyl-(1-4)-O-β-D-glucopyranosyl-(1-3)-β-D-glucose

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