p-methoxyphenyl 6-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: p-methoxyphenyl 6-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside
• CAS No.: 1541178-80-6
• Molecular Formula: C₃₄H₃₄O₈
• Molecular Weight: 570.639
• Mol file: 1541178-80-6.mol

Synonyms:p-methoxyphenyl 6-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

Chemical Property of p-methoxyphenyl 6-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methoxyphenyl 6-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

There total 4 articles about p-methoxyphenyl 6-O-benzoyl-2,4-di-O-benzyl-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: 89.5%

p-methoxyphenyl 2,4-di-O-benzyl-β-D-glucopyranoside (1541178-76-0) + benzyl bromide (100-39-0) → p-methoxyphenyl 6-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside (1541178-80-6)

Guidance literature:

With pyridine; In dichloromethane; at -20 ℃;

DOI:10.1016/j.carres.2013.11.016

Reference yield:

p-methoxyphenyl 4,6-O-benzylidene-2-O-benzyl-β-D-glucopyranoside (1418284-22-6) → p-methoxyphenyl 6-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside (1541178-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: borane-THF; trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran; dichloromethane / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / -20 °C

With pyridine; borane-THF; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.carres.2013.11.016

Reference yield:

4-methoxyphenyl 4,6-di-O-benzylidene-β-D-glucopyranoside → p-methoxyphenyl 6-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside (1541178-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide / toluene / 6 h / Reflux

1.2: 80 - 90 °C

2.1: borane-THF; trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran; dichloromethane / 20 °C / Inert atmosphere

3.1: pyridine / dichloromethane / -20 °C

With pyridine; borane-THF; trimethylsilyl trifluoromethanesulfonate; di(n-butyl)tin oxide; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/j.carres.2013.11.016

upstream raw materials:

p-methoxyphenyl 4,6-O-benzylidene-2-O-benzyl-β-D-glucopyranoside

p-methoxyphenyl 2,4-di-O-benzyl-β-D-glucopyranoside

benzyl bromide

benzoyl chloride

Downstream raw materials:

p-methoxyphenyl 3-O-acetyl-6-O-benzoyl-2,4-di-O-benzyl-α-D-glucopyranosyl-(1→3)-6-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranoside

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

3-O-acetyl-6-O-benzoyl-2,4-di-O-benzyl-α-D-glucopyranose

3-O-acetyl-6-O-benzoyl-2,4-di-O-benzyl-β-D-glucopyranose