2-(trimethylsilyl)ethyl 4-O-(4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl 4-O-(4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside
• CAS No.: 160533-98-2
• Molecular Formula: C₂₅H₄₀O₁₂Si
• Molecular Weight: 560.671

Synonyms:2-(trimethylsilyl)ethyl 4-O-(4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property of 2-(trimethylsilyl)ethyl 4-O-(4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property:

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Technology Process of 2-(trimethylsilyl)ethyl 4-O-(4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 1 articles about 2-(trimethylsilyl)ethyl 4-O-(4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-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: 81.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + 2-(trimethylsilyl)ethyl O-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside (115969-51-2) → 2-(trimethylsilyl)ethyl 4-O-(4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (160533-98-2)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; for 38h; Ambient temperature;

DOI:10.1016/0008-6215(94)84006-7

Reference yield: 90.0%

benzoyl chloride (98-88-4) + 2-(trimethylsilyl)ethyl 4-O-(4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (160533-98-2) → 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,3-di-O-benzoyl-4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (160533-95-9)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1016/0008-6215(94)84006-7

Reference yield: 87.0%

phenyl chlorodithioformate (16911-89-0) + 2-(trimethylsilyl)ethyl 4-O-(4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (160533-98-2) → 2-(Trimethylsilyl)ethyl 4-O-<3-O-<(phenylthio)(thiocarbonyl)>-4,6-O-(p-methoxybenzylidene)-β-D-galactopyranosyl>-β-D-glucopyranoside

Guidance literature:

With tetrabutyl-ammonium chloride; di(n-butyl)tin oxide; In toluene; at 35 ℃; for 24h;

DOI:10.1021/jo00127a042

upstream raw materials:

p-Anisaldehyde dimethyl acetal

2-(trimethylsilyl)ethyl O-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

Downstream raw materials:

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,3-di-O-benzoyl-4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

2,3,6-Tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranose

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