4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-β-D-glucopyranoside trifluoromethanesulfonate

Base Information

• Chemical Name: 4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-β-D-glucopyranoside trifluoromethanesulfonate
• CAS No.: 1300064-54-3
• Molecular Formula: CF₃O₃S*C₃₉H₃₇N₂O₉
• Molecular Weight: 826.801
• Mol file: 1300064-54-3.mol

Synonyms:4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-β-D-glucopyranoside trifluoromethanesulfonate

Chemical Property of 4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-β-D-glucopyranoside trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-β-D-glucopyranoside trifluoromethanesulfonate

There total 9 articles about 4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-β-D-glucopyranoside trifluoromethanesulfonate 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: 95.0%

4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-O-triisopropylsilyl-β-D-glucopyranoside trifluoromethanesulfonate (1300064-27-0) → 4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-β-D-glucopyranoside trifluoromethanesulfonate (1300064-54-3)

Guidance literature:

With hydrogenchloride; In methanol; dichloromethane; at 0 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1039/c0cc05580h

Reference yield:

4-(chloromethyl)benzyl 2,3,4-tri-O-benzoyl-6-O-triisopropylsilyl-β-D-glucopyranoside (1300064-22-5) → 4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-β-D-glucopyranoside trifluoromethanesulfonate (1300064-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 24 h / Inert atmosphere; Reflux

2: hydrogenchloride / methanol; dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; In methanol; dichloromethane; acetonitrile;

DOI:10.1039/c0cc05580h

Reference yield:

C21H36O5SSi → 4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-β-D-glucopyranoside trifluoromethanesulfonate (1300064-54-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine; dmap / Inert atmosphere

2.1: N-Bromosuccinimide / acetone / 0.5 h / 20 °C / Inert atmosphere

2.2: 21 h / Inert atmosphere

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -40 °C / Inert atmosphere; Molecular sieve

4.1: acetonitrile / 24 h / Inert atmosphere; Reflux

5.1: hydrogenchloride / methanol; dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; In methanol; dichloromethane; acetone; acetonitrile;

DOI:10.1039/c0cc05580h

upstream raw materials:

phenyl 2,3,4-tri-O-benzoyl-1-thio-6-O-triisopropylsilyl-β-D-glucopyranoside

4-(chloromethyl)benzyl 2,3,4-tri-O-benzoyl-6-O-triisopropylsilyl-β-D-glucopyranoside

4-(1-methyl-3-methyleneimidazolium)benzyl 2,3,4-tri-O-benzoyl-6-O-triisopropylsilyl-β-D-glucopyranoside trifluoromethanesulfonate

D-glucose pentaacetate

Downstream raw materials:

4--(1--methyl--3--methyleneimidazolium)--benzyl 2,3,4--tri--O-benzoyl--6--O--(2,3,4--tri--O--benzoyl--6--O--triisopropylsilyl--β--D--glucopyranosyl)--β--D--glucopyranoside trifluoromethanesulfonate