phenyl 3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl 3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside
• CAS No.: 917568-47-9
• Molecular Formula: C₃₀H₂₃Cl₄NO₈S
• Molecular Weight: 699.393

Synonyms:phenyl 3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

Chemical Property of phenyl 3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of phenyl 3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

There total 3 articles about phenyl 3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside 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: 99.0%

phenyl 2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside (917568-46-8) + acetic anhydride (108-24-7) → phenyl 3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside (917568-47-9)

Guidance literature:

In pyridine; at 20 ℃;

DOI:10.1021/ja065907x

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → phenyl 3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside (917568-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 3 h / 35 °C

2: 99 percent / pyridine / 20 °C

With toluene-4-sulfonic acid; In pyridine; N,N-dimethyl-formamide;

DOI:10.1021/ja065907x

Reference yield:

phenyl 2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside (286018-83-5) → phenyl 3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside (917568-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 3 h / 35 °C

2: 99 percent / pyridine / 20 °C

With toluene-4-sulfonic acid; In pyridine; N,N-dimethyl-formamide;

DOI:10.1021/ja065907x

upstream raw materials:

phenyl 2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

acetic anhydride

p-Anisaldehyde dimethyl acetal

phenyl 2-deoxy-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside

Downstream raw materials:

phenyl {3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->2)-[2-(trimethylsilyl)ethyl 4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranosid]} uronate

phenyl {3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-tetrachlorophthalimido-β-D-glucopyranosyl-(1->2)-[2-(trimethylsilyl)ethyl 4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranosid]} uronate

phenyl 3-O-acetyl-2-deoxy-4,6-O-p-methoxybenzylidene-2-tetrachlorophthalimido-1-thio-β-D-glucopyranoside S-oxide

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