5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene

Base Information

• Chemical Name: 5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene
• CAS No.: 1004782-77-7
• Molecular Formula: C₂₂H₂₇ClO₁₁
• Molecular Weight: 502.903

Synonyms:5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene

Chemical Property of 5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene

Chemical Property:

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Technology Process of 5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene

There total 3 articles about 5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene 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: 93.0%

1,4-dimethoxy-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene (210817-42-8) → 6-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene (1004782-85-7) + 5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene (1004782-77-7)

Guidance literature:

With ammonium nitrate; N-chloro-succinimide; In acetonitrile; at 60 - 65 ℃; for 3h;

DOI:10.1016/j.bmc.2011.07.024

Reference yield: 81.0%

1,4-dimethoxy-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene (210817-42-8) → 6-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene (1004782-85-7) + 5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene (1004782-77-7) + 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxy-5-nitrobenzene (1004782-76-6)

Guidance literature:

With ammonium nitrate; acetyl chloride; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1055/S-2007-990856

Reference yield: 39.0%

1,4-dimethoxy-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene (210817-42-8) → 5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxybenzene (1004782-77-7) + 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxy-5-nitrobenzene (1004782-76-6) + C22H26Cl2O11 (1004782-86-8)

Guidance literature:

With ammonium nitrate; phosphorus pentoxide; acetyl chloride; for 0.666667h;

DOI:10.1055/S-2007-990856

upstream raw materials:

1,4-dimethoxy-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene

Downstream raw materials:

5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-benzoquinone

5-chloro-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-hydroquinone

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