p-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside

Base Information

• Chemical Name: p-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside
• CAS No.: 1610609-89-6
• Molecular Formula: C₃₁H₄₀O₁₈
• Molecular Weight: 700.648
• Mol file: 1610609-89-6.mol

Synonyms:p-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside

Chemical Property of p-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside

There total 2 articles about p-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-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: 85.0%

p-methoxyphenyl 2,3,4-tri-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside (1610609-85-2) → p-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside (1610609-89-6)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.carres.2014.04.004

Reference yield:

4-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranoside (1004771-43-0) + phenyl 2,3,4-tri-O-acetyl-6-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside (124595-23-9) → p-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside (1610609-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate; N-iodo-succinimide / dichloromethane / 1 h / -15 °C / Inert atmosphere

2: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.carres.2014.04.004

Reference yield: 86.0%

phenyl 2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1→4)-2,3,6-tri-O-benzoyl-1-thio-β-D-glucopyranoside (1610609-82-9) + p-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside (1610609-89-6) → p-methoxyphenyl 2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1→4)-2,3,6-tri-O-benzoyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -25 ℃; for 1h;

DOI:10.1016/j.carres.2014.04.004

upstream raw materials:

p-methoxyphenyl 2,3,4-tri-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranosyl-(1→6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside

4-methoxyphenyl 2,3,4-tri-O-acetyl-β-D-glucopyranoside

phenyl 2,3,4-tri-O-acetyl-6-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside