2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside chloride

Base Information

• Chemical Name: 2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside chloride
• CAS No.: 1432492-37-9
• Molecular Formula: C₄₁H₄₅ClO₁₅
• Molecular Weight: 813.252

Synonyms:2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside chloride

Chemical Property of 2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside chloride

Chemical Property:

Purity/Quality:

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Technology Process of 2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside chloride

There total 7 articles about 2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside chloride 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: 72.0%

p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside (1432492-36-8) → 2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside chloride (1432492-37-9)

Guidance literature:

p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside; With boron trifluoride diethyl etherate; acetyl chloride; In chloroform; at 0 ℃; for 0.0833333h; Inert atmosphere;

With zinc(II) iodide; In chloroform; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1039/c3ob40615f

Reference yield:

p-methoxyphenyl α-D-galactopyranoside (121468-39-1,12167-34-9) → 2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside chloride (1432492-37-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: camphor-10-sulfonic acid / acetonitrile / 0.17 h / Inert atmosphere

1.2: 0.5 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: acetic acid / water / 1.5 h / 80 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 6 h / Inert atmosphere

5.1: trimethylsilyl trifluoromethanesulfonate / 4 h / -78 - 20 °C / Molecular sieve; Inert atmosphere

6.1: acetyl chloride; boron trifluoride diethyl etherate / chloroform / 0.08 h / 0 °C / Inert atmosphere

6.2: 0.75 h / 20 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium hydride; acetic acid; triethylamine; acetyl chloride; In dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/c3ob40615f

Reference yield:

p-methoxyphenyl 6-benzoyl-2,3-dibenzyl-α-D-galactopyranoside (1432492-35-7) → 2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside chloride (1432492-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trimethylsilyl trifluoromethanesulfonate / 4 h / -78 - 20 °C / Molecular sieve; Inert atmosphere

2.1: acetyl chloride; boron trifluoride diethyl etherate / chloroform / 0.08 h / 0 °C / Inert atmosphere

2.2: 0.75 h / 20 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; acetyl chloride; In chloroform;

DOI:10.1039/c3ob40615f

upstream raw materials:

p-methoxyphenyl α-D-galactopyranoside

p-methoxyphenyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside

p-methoxyphenyl 6-benzoyl-2,3-dibenzyl-α-D-galactopyranoside

p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galctopyranosyl-(1→4)-6-O-benzoyl-2,3-dibenzyl-α-D-galactopyranoside

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