2-(trimethylsilyl)ethyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside
• CAS No.: 917568-49-1
• Molecular Formula: C₂₆H₃₈O₇Si
• Molecular Weight: 490.669

Synonyms:2-(trimethylsilyl)ethyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

Chemical Property of 2-(trimethylsilyl)ethyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 2-(trimethylsilyl)ethyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

There total 6 articles about 2-(trimethylsilyl)ethyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside 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: 90.0%

2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside → 2-(trimethylsilyl)ethyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside (917568-49-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 2h;

Reference yield: 90.0%

2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(4-methoxybenzyl)-β-D-galactopyranoside (678995-75-0) → 2-(trimethylsilyl)ethyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside (917568-49-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 2h;

DOI:10.1021/ja065907x

Reference yield:

2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside (848647-23-4) → 2-(trimethylsilyl)ethyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside (917568-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / NaH / dimethylformamide / 1.5 h / 0 °C

2: 90 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h

With sodium hydride; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja065907x

upstream raw materials:

2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(4-methoxybenzyl)-β-D-galactopyranoside

2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside

2-(trimethylsilyl)ethyl β-D-galactopyranoside

p-methoxybenzyl chloride

Downstream raw materials:

2-(trimethylsilyl)ethyl 2-O-benzyl-6-O-tert-butyldimethysilyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

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

2-(trimethylsilyl)ethyl 2-O-benzyl-6-O-tert-butyldimethysilyl-3-O-p-methoxybenzyl-4-C-methyl-β-D-glucopyranoside

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