2-(trimethylsilyl)ethyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranoside

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranoside
• CAS No.: 903906-57-0
• Molecular Formula: C₃₄H₅₂O₁₄Si
• Molecular Weight: 712.864
• Mol file: 903906-57-0.mol

Synonyms:2-(trimethylsilyl)ethyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranoside

Chemical Property of 2-(trimethylsilyl)ethyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(trimethylsilyl)ethyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranoside

There total 6 articles about 2-(trimethylsilyl)ethyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranosyl-(1->6)-2,3,4-tri-O-acetyl-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%

p-tolyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-1-thio-α-L-rhamnopyranoside (903906-56-9) + 2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-β-D-galactopyranoside (130531-40-7) → 2-(trimethylsilyl)ethyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranoside (903906-57-0)

Guidance literature:

With N-iodo-succinimide; perchloric acid; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1016/j.carres.2006.03.019

Reference yield:

p–tolyl 2,3-O-isopropylidene-1-thio-α-L-rhammopyranoside (903906-55-8) → 2-(trimethylsilyl)ethyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranoside (903906-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaH / dimethylformamide / 2 h / 20 °C

2: 82 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; HClO₄-silica / CH₂Cl₂ / 0.75 h / 20 °C

With N-iodo-succinimide; perchloric acid; 4 A molecular sieve; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2006.03.019

Reference yield:

2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside (903906-53-6) → 2-(trimethylsilyl)ethyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranoside (903906-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 60 °C

2: 82 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; HClO₄-silica / CH₂Cl₂ / 0.75 h / 20 °C

With N-iodo-succinimide; perchloric acid; 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.carres.2006.03.019

upstream raw materials:

p-tolyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-1-thio-α-L-rhamnopyranoside

2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-β-D-galactopyranoside

p–tolyl 2,3-O-isopropylidene-1-thio-α-L-rhammopyranoside

2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside