p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside
• CAS No.: 1345315-32-3
• Molecular Formula: C₅₁H₆₂O₂₁
• Molecular Weight: 1011.04
• Mol file: 1345315-32-3.mol

Synonyms:p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside

Chemical Property of p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-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-α-L-rhamnopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside

There total 4 articles about p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-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: 62.0%

p-methoxyphenyl 3,6-di-O-benzyl-β-D-glucopyranoside (1345315-29-8) + p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside (620951-70-4) → C39H46O14 (1345315-37-8) + p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside (1345315-32-3)

Guidance literature:

p-methoxyphenyl 3,6-di-O-benzyl-β-D-glucopyranoside; p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside; In dichloromethane; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; lanthanum(lll) triflate; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.carres.2011.08.004

Reference yield:

p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-β-D-glucopyranoside (303127-81-3) → C39H46O14 (1345315-37-8) + p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside (1345315-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 2 h / 0 °C

2.1: dichloromethane / 1 h / Molecular sieve; Inert atmosphere

2.2: 0.5 h / 0 °C

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1016/j.carres.2011.08.004

Reference yield:

4-methoxyphenyl 4,6-di-O-benzylidene-β-D-glucopyranoside → C39H46O14 (1345315-37-8) + p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside (1345315-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide / methanol / 3 h / Reflux

1.2: 6 h / 80 °C

2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 2 h / 0 °C

3.1: dichloromethane / 1 h / Molecular sieve; Inert atmosphere

3.2: 0.5 h / 0 °C

With triethylsilane; boron trifluoride diethyl etherate; di(n-butyl)tin oxide; In methanol; dichloromethane;

DOI:10.1016/j.carres.2011.08.004

upstream raw materials:

p-methoxyphenyl 3,6-di-O-benzyl-β-D-glucopyranoside

p-tolyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

benzyl bromide

p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-β-D-glucopyranoside

Downstream raw materials:

p-methoxyphenyl α-L-rhamnopyranosyl-(1->2)-4-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside