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

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside
• CAS No.: 848647-23-4
• Molecular Formula: C₂₆H₃₆O₇Si
• Molecular Weight: 488.653

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

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

Chemical Property:

Purity/Quality:

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

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

2-(trimethylsilyl)ethyl β-D-galactopyranoside (117252-95-6) → 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside (848647-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dibutyltin oxide / methanol; toluene / 3.5 h / Heating

1.2: 97 percent / tetrabutylammonium bromide / benzene / 1 h / Heating

2.1: 82 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 3 h / 55 °C

With di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja065907x

Reference yield:

p-methoxybenzyl chloride (824-94-2) → 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside (848647-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dibutyltin oxide / methanol; toluene / 3.5 h / Heating

1.2: 97 percent / tetrabutylammonium bromide / benzene / 1 h / Heating

2.1: 82 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 3 h / 55 °C

With di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja065907x

Reference yield:

[2-((3aR,4R,5aR,8S,9aS,9bS)-2,2-Dibutyl-8-phenyl-hexahydro-1,3,5,7,9-pentaoxa-2-stanna-cyclopenta[a]naphthalen-4-yloxy)-ethyl]-trimethyl-silane + p-methoxybenzyl chloride (824-94-2) → 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside (848647-23-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In acetonitrile; at 100 ℃; for 2h;

DOI:10.1016/j.tetasy.2004.11.051

upstream raw materials:

p-methoxybenzyl chloride

2-(trimethylsilyl)ethyl β-D-galactopyranoside

Downstream raw materials:

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

2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside

2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-3,4,6-tri-O-acetyl-β-D-galactopyranoside

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