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

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(4-methoxybenzyl)-β-D-galactopyranoside
• CAS No.: 678995-75-0
• Molecular Formula: C₃₃H₄₂O₇Si
• Molecular Weight: 578.778

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

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

There total 6 articles about 2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(4-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: 82.0%

2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside (848647-23-4) + benzyl bromide (100-39-0) → 2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(4-methoxybenzyl)-β-D-galactopyranoside (678995-75-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h;

DOI:10.1021/ja065907x

Reference yield:

2-(trimethylsilyl)ethyl 3-O-p-methoxybenzyl-β-D-galactopyranoside (143834-54-2) → 2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(4-methoxybenzyl)-β-D-galactopyranoside (678995-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 3 h / 55 °C

2: 82 percent / NaH / dimethylformamide / 1.5 h / 0 °C

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

DOI:10.1021/ja065907x

Reference yield:

benzyl bromide (100-39-0) + 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside → 2-(trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(4-methoxybenzyl)-β-D-galactopyranoside (678995-75-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/ol036460p

upstream raw materials:

benzyl bromide

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 2,4-di-O-benzyl-6-(benzyl 2-bromo-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl phosphate)-3-O-p-methoxybenzyl-β-D-galactopyranoside

2-(trimethylsilyl)ethyl 2,4-di-O-benzyl-6-(benzyl 2-bromo-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl phosphate)-β-D-galactopyranoside

2-(trimethylsilyl)ethyl 2,4-di-O-benzyl-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

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