2-(trimethylsilyl)ethyl 6-O-acetyl-2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl 6-O-acetyl-2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside
• CAS No.: 1595121-87-1
• Molecular Formula: C₂₉H₄₂O₉Si
• Molecular Weight: 562.733

Synonyms:2-(trimethylsilyl)ethyl 6-O-acetyl-2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside

Chemical Property of 2-(trimethylsilyl)ethyl 6-O-acetyl-2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 2-(trimethylsilyl)ethyl 6-O-acetyl-2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside

There total 4 articles about 2-(trimethylsilyl)ethyl 6-O-acetyl-2,3-di-O-(p-methoxybenzyl)-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: 80.0%

2-(trimethylsilyl)ethyl 2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside (1595121-53-1) + acetyl chloride (75-36-5) → 2-(trimethylsilyl)ethyl 6-O-acetyl-2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside (1595121-87-1)

Guidance literature:

With pyridine; at -40 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.bmc.2014.02.023

Reference yield:

2-(trimethylsilyl)ethyl 4,6-O-benzylidene-β-D-glucopyranoside → 2-(trimethylsilyl)ethyl 6-O-acetyl-2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside (1595121-87-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 22 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid / water / 6 h / 50 °C / Inert atmosphere

3.1: pyridine / 8 h / -40 °C / Inert atmosphere

With pyridine; sodium hydride; acetic acid; In water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2014.02.023

Reference yield:

C34H44O8Si (1595121-51-9) → 2-(trimethylsilyl)ethyl 6-O-acetyl-2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside (1595121-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / water / 6 h / 50 °C / Inert atmosphere

2: pyridine / 8 h / -40 °C / Inert atmosphere

With pyridine; acetic acid; In water;

DOI:10.1016/j.bmc.2014.02.023

upstream raw materials:

2-(trimethylsilyl)ethyl 2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside

acetyl chloride

C₃₄H₄₄O₈Si

p-methoxybenzyl chloride

Downstream raw materials:

2-(trimethylsilyl)ethyl (4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranosyl)-(1→4)-6-O-acetyl-β-D-glucopyranoside

2-(trimethylsilyl)ethyl (4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranosyl)-(1→4)-6-O-acetyl-2,3-di-O-benzoyl-β-D-glucopyranoside

2-(trimethylsilyl)ethyl (4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranosyl)-(1→4)-6-O-acetyl-2,3-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

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