p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside
• CAS No.: 1414867-64-3
• Molecular Formula: C₄₇H₅₂O₁₀
• Molecular Weight: 776.924
• Mol file: 1414867-64-3.mol

Synonyms:p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Chemical Property of p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

There total 2 articles about p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside 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: 97.0%

p-methoxyphenyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside (1414867-63-2) → p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside (1414867-64-3)

Guidance literature:

With sodium acetate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.carres.2014.03.012

Reference yield:

4-methoxyphenyl 3,4-di-O-benzyl-α-L-rhamnopyranoside (1140963-94-5) → p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside (1414867-64-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-iodo-succinimide; perchloric acid supported over silica / dichloromethane / 0.5 h / -20 °C / Molecular sieve; Inert atmosphere

2: sodium methylate; methanol / 2 h / 20 °C

With methanol; N-iodo-succinimide; perchloric acid supported over silica; sodium methylate; In dichloromethane;

DOI:10.1016/j.carres.2012.09.005

Reference yield: 88.0%

p-methylphenyl 2,3-di-O-benzyl-4,6-O-(R)-benzylidene-1-thio-β-D-glucopyranoside (850416-39-6) + p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside (1414867-64-3) → 4-methoxyphenyl 4,6-O-benzylidene-2,3-di-O-benzyl-β-D-glucopyranosyl(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranosyl(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:

p-methylphenyl 2,3-di-O-benzyl-4,6-O-(R)-benzylidene-1-thio-β-D-glucopyranoside; p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside; In dichloromethane; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; In dichloromethane; at -55 ℃; for 0.416667h; Inert atmosphere;

DOI:10.1039/c5ra20363e

upstream raw materials:

p-methoxyphenyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

4-methoxyphenyl 3,4-di-O-benzyl-α-L-rhamnopyranoside

Downstream raw materials:

p-methoxyphenyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

p-methoxyphenyl (2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

p-methoxyphenyl (3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranosyl)-(1→2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→2)-3,4-di-O-benzyl-α-L-rhamnopyranoside