2,3,4,6-Tetra-o-acetyl-1-o-(2,4,6-trimethylbenzoyl)hexopyranose

Base Information

• Chemical Name: 2,3,4,6-Tetra-o-acetyl-1-o-(2,4,6-trimethylbenzoyl)hexopyranose
• CAS No.: 13035-54-6
• Molecular Formula: C₂₄H₃₀O₁₁
• Molecular Weight: 494.496
• NSC Number: 64002
• DSSTox Substance ID: DTXSID80926693

Synonyms:13035-54-6;NSC64002;2,3,4,6-tetra-o-acetyl-1-o-(2,4,6-trimethylbenzoyl)hexopyranose;DTXSID80926693;NSC-64002

Chemical Property of 2,3,4,6-Tetra-o-acetyl-1-o-(2,4,6-trimethylbenzoyl)hexopyranose

Chemical Property:

• Vapor Pressure: 5.9E-12mmHg at 25°C
• Boiling Point: 545.5°Cat760mmHg
• Flash Point: 231.3°C
• Density: 1.27g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 12
• Exact Mass: 494.17881177
• Heavy Atom Count: 35
• Complexity: 797

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)C(=O)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C

Technology Process of 2,3,4,6-Tetra-o-acetyl-1-o-(2,4,6-trimethylbenzoyl)hexopyranose

There total 4 articles about 2,3,4,6-Tetra-o-acetyl-1-o-(2,4,6-trimethylbenzoyl)hexopyranose 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: 65.0%

tetraacetyl thioglucose (19879-84-6) + mesitylenecarboxylic acid (480-63-7) → 2,3,4,6-tetra-O-acetyl-1-O-(2,4,6-trimethylbenzoyl)-β-D-glucopyranose (13035-54-6)

Guidance literature:

With cobalt(II) aceylacetonate; silver carbonate; at 150 ℃; for 1h; stereoselective reaction; Microwave irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c00766

Reference yield: 64.0%

2,3,4,6-tetra-O-acetyl-β-D-glucopyranose (3947-62-4) + mesitylenecarboxylic acid (480-63-7) → 2,3,4,6-tetra-O-acetyl-1-O-(2,4,6-trimethylbenzoyl)-β-D-glucopyranose (13035-54-6) + 2,3,4,6-tetra-O-acetyl-1-O-(2,4,6-trimethylbenzoyl)-α-D-glucopyranose (79444-24-9)

Guidance literature:

With trifluoroacetic anhydride; In dichloromethane;

DOI:10.1016/S0008-6215(00)85601-3

Reference yield:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2,3,4,6-tetra-O-acetyl-1-O-(2,4,6-trimethylbenzoyl)-β-D-glucopyranose (13035-54-6)

Guidance literature:

With benzene;

DOI:10.1021/ja01582a057

upstream raw materials:

2,3,4,6-tetra-O-acetyl-β-D-glucopyranose

mesitylenecarboxylic acid

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

tetraacetyl thioglucose

Downstream raw materials:

O¹-(2,4,6-Trimethyl-benzoyl)-β-D-glucopyranose

O¹-(2,4,6-Trimethyl-benzoyl)-β-D-galactopyranose

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