1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)xanthone

Base Information

• Chemical Name: 1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)xanthone
• CAS No.: 1609192-29-1
• Molecular Formula: C₅₇H₅₈O₂₅
• Molecular Weight: 1143.07
• Mol file: 1609192-29-1.mol

Synonyms:1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)xanthone

Chemical Property of 1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)xanthone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)xanthone

There total 6 articles about 1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)xanthone 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: 73.0%

1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-hydroxyxanthone (1609192-23-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)xanthone (1609192-29-1)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In chloroform; at 60 ℃; for 5h;

DOI:10.1016/j.tetlet.2014.03.129

Reference yield:

Mangiferin → 1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)xanthone (1609192-29-1)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 12 h / 20 °C

2: ammonium acetate / methanol; water / 3 h / 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 60 °C

4: tetrabutylammomium bromide; sodium hydroxide / chloroform / 5 h / 60 °C

With pyridine; ammonium acetate; tetrabutylammomium bromide; potassium carbonate; sodium hydroxide; In methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2014.03.129

Reference yield:

1,3,6,7-tetra-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)xanthone (4706-56-3) → 1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)xanthone (1609192-29-1)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium acetate / methanol; water / 3 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 60 °C

3: tetrabutylammomium bromide; sodium hydroxide / chloroform / 5 h / 60 °C

With ammonium acetate; tetrabutylammomium bromide; potassium carbonate; sodium hydroxide; In methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2014.03.129

upstream raw materials:

1-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-7-hydroxyxanthone

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

benzyl bromide

1,7-Di-O-acetyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,6-di-O-benzylxanthone

Refernces