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

Base Information

Chemical Name: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
CAS No.:1595121-89-3
Molecular Formula:C₅₂H₆₄O₁₆SeSi
Molecular Weight:1052.12
Hs Code.:

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

Synonyms: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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Chemical Property of 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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Technology Process of 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

There total 10 articles about 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 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: 71.0%

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

: 1595121-86-0
4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-D-galactopyranosyltrichloroacetimidate

: 1595121-89-3
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

Guidance literature:: 2-(trimethylsilyl)ethyl 6-O-acetyl-2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside; 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-D-galactopyranosyltrichloroacetimidate; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃; for 3h; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.bmc.2014.02.023

Reference yield:

: 1595121-53-1
2-(trimethylsilyl)ethyl 2,3-di-O-(p-methoxybenzyl)-β-D-glucopyranoside

: 1595121-89-3
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

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 3 h / -40 °C / Inert atmosphere; Molecular sieve

With pyridine; In dichloromethane;
DOI:10.1016/j.bmc.2014.02.023

Reference yield:

: 1595121-82-6
2-(trimethylsilyl)ethyl 4-O-acetyl-2,3-di-O-benzoyl-6-deoxy-6-methylseleno-β-D-galactopyranoside

: 1595121-89-3
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

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.17 h / 0 °C / Inert atmosphere

3.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

3.2: 3 h / -40 °C / Inert atmosphere; Molecular sieve

With 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.bmc.2014.02.023