1-benzoyloxy-2-(4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-5,8-dimethoxynaphthalene

Base Information

• Chemical Name: 1-benzoyloxy-2-(4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-5,8-dimethoxynaphthalene
• CAS No.: 246159-75-1
• Molecular Formula: C₃₂H₃₀O₈
• Molecular Weight: 542.585
• Mol file: 246159-75-1.mol

Synonyms:1-benzoyloxy-2-(4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-5,8-dimethoxynaphthalene

Chemical Property of 1-benzoyloxy-2-(4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-5,8-dimethoxynaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzoyloxy-2-(4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-5,8-dimethoxynaphthalene

There total 5 articles about 1-benzoyloxy-2-(4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-5,8-dimethoxynaphthalene 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: 84.0%

C38H44O8Si → 1-benzoyloxy-2-(4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-5,8-dimethoxynaphthalene (246159-75-1)

Guidance literature:

With hydrogen fluoride; In acetonitrile; at 22 ℃; for 3h;

DOI:10.1080/07328309908544037

Reference yield:

benzoyl chloride (98-88-4) → 1-benzoyloxy-2-(4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-5,8-dimethoxynaphthalene (246159-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / pyridine / 22 °C

2: 84 percent / HF / acetonitrile / 3 h / 22 °C

With pyridine; hydrogen fluoride; In acetonitrile; 1: Acylation / 2: Hydrolysis;

DOI:10.1080/07328309908544037

Reference yield:

2-(3',4'-di-O-acetyl-2',6'-dideoxy-β-D-arabino-hexopyranosyl)-5,8-dimethoxynaphthalen-1-ol (161258-49-7) → 1-benzoyloxy-2-(4-O-benzoyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-5,8-dimethoxynaphthalene (246159-75-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / Na; MeOH / 2 h / 22 °C

2: 89 percent / imidazole / dimethylformamide / 2 h / 22 °C

3: 85 percent / pyridine / 22 °C

4: 84 percent / HF / acetonitrile / 3 h / 22 °C

With pyridine; 1H-imidazole; methanol; hydrogen fluoride; sodium; In N,N-dimethyl-formamide; acetonitrile; 1: Hydrolysis / 2: Substitution / 3: Acylation / 4: Hydrolysis;

DOI:10.1080/07328309908544037

upstream raw materials:

benzoyl chloride

2-(3',4'-di-O-acetyl-2',6'-dideoxy-β-D-arabino-hexopyranosyl)-5,8-dimethoxynaphthalen-1-ol

2-(2,6-dideoxy-β-D-arabino-hexofuranosyl)-1-hydroxy-5,8-dimethoxynaphthalene

2-(3-O-tert-butyldimethylsilyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-1-hydroxy-5,8-dimethoxynaphthalene

Downstream raw materials:

1-benzoyloxy-2-[4-O-benzoyl-3-O-(4-O-acetyl-2,3,6-trideoxy-α-L-threo-hex-2-enopyranosyl)-2,6-dideoxy-β-D-arabino-hexofuranosyl]-5,8-dimethoxynaphthalene