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

Base Information

Chemical Name:1-acetoxy-2-[4-O-acetyl-3-O-(4-O-benzoyl-2,3,6-trideoxy-α-L-threo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexofuranosyl]-5,8-dimethoxynaphthalene
CAS No.:246159-78-4
Molecular Formula:C₃₅H₄₀O₁₁
Molecular Weight:636.696
Hs Code.:

Synonyms:1-acetoxy-2-[4-O-acetyl-3-O-(4-O-benzoyl-2,3,6-trideoxy-α-L-threo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexofuranosyl]-5,8-dimethoxynaphthalene

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Chemical Property of 1-acetoxy-2-[4-O-acetyl-3-O-(4-O-benzoyl-2,3,6-trideoxy-α-L-threo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexofuranosyl]-5,8-dimethoxynaphthalene

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Technology Process of 1-acetoxy-2-[4-O-acetyl-3-O-(4-O-benzoyl-2,3,6-trideoxy-α-L-threo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexofuranosyl]-5,8-dimethoxynaphthalene

There total 5 articles about 1-acetoxy-2-[4-O-acetyl-3-O-(4-O-benzoyl-2,3,6-trideoxy-α-L-threo-hexopyranosyl)-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: 63.0%

: 4-O-benzoyl-L-rhodinal

: 246159-74-0
1-acetoxy-2-(4-O-acetyl-2,6-dideoxy-β-D-arabino-hexofuranosyl)-5,8-dimethoxynaphthalene

: 246159-78-4
1-acetoxy-2-[4-O-acetyl-3-O-(4-O-benzoyl-2,3,6-trideoxy-α-L-threo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexofuranosyl]-5,8-dimethoxynaphthalene

Guidance literature:: With scandium tris(trifluoromethanesulfonate); In dichloromethane; at 0 ℃;
DOI:10.1080/07328309908544037

Reference yield:

: 161258-49-7
2-(3',4'-di-O-acetyl-2',6'-dideoxy-β-D-arabino-hexopyranosyl)-5,8-dimethoxynaphthalen-1-ol

: 246159-78-4
1-acetoxy-2-[4-O-acetyl-3-O-(4-O-benzoyl-2,3,6-trideoxy-α-L-threo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexofuranosyl]-5,8-dimethoxynaphthalene

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: pyridine / 16 h / 22 °C

4: 85 percent / HF / acetonitrile / 3 h / 22 °C

5: 63 percent / Sc(OTf)3 / CH₂Cl₂ / 0 °C

With pyridine; 1H-imidazole; methanol; hydrogen fluoride; sodium; scandium tris(trifluoromethanesulfonate); In dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Hydrolysis / 2: Substitution / 3: Acetylation / 4: Hydrolysis / 5: Addition;
DOI:10.1080/07328309908544037

Reference yield:

: 246159-58-0
2-(2,6-dideoxy-β-D-arabino-hexofuranosyl)-1-hydroxy-5,8-dimethoxynaphthalene

: 246159-78-4
1-acetoxy-2-[4-O-acetyl-3-O-(4-O-benzoyl-2,3,6-trideoxy-α-L-threo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexofuranosyl]-5,8-dimethoxynaphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / imidazole / dimethylformamide / 2 h / 22 °C

2: pyridine / 16 h / 22 °C

3: 85 percent / HF / acetonitrile / 3 h / 22 °C

4: 63 percent / Sc(OTf)3 / CH₂Cl₂ / 0 °C

With pyridine; 1H-imidazole; hydrogen fluoride; scandium tris(trifluoromethanesulfonate); In dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Acetylation / 3: Hydrolysis / 4: Addition;
DOI:10.1080/07328309908544037