Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside
• CAS No.: 139760-33-1
• Molecular Formula: C₄₈H₅₅NO₂₁
• Molecular Weight: 981.959
• Mol file: 139760-33-1.mol

Synonyms:Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside

Chemical Property of Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside

There total 11 articles about Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-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:

Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (139760-32-0) → Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside (139760-33-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr; Yield given; Ambient temperature;

DOI:10.1021/jo00034a047

Reference yield:

Methyl 2-acetamido-2-deoxy-3-O-(p-methoxybenzyl)-α-D-glucopyranoside (139760-20-6) → Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside (139760-33-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 79.2 percent / KOH / dimethylsulfoxide / 4 h / Ambient temperature

2: 95 percent / ceric ammonium nitrate (CAN) / acetonitrile; H₂O / 0.33 h / Ambient temperature

3: 47.5 percent / 2,4,6-trimethylpyridine, AgClO₄ / CH₂Cl₂ / 4 h / Ambient temperature

4: H₂ / 5percent palladium-on-charcoal catalyst / methanol / 760 Torr / Ambient temperature

With 2,4,6-trimethyl-pyridine; potassium hydroxide; ammonium cerium(IV) nitrate; hydrogen; silver perchlorate; palladium on activated charcoal; In methanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jo00034a047

Reference yield:

Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (139760-22-8) → Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside (139760-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 47.5 percent / 2,4,6-trimethylpyridine, AgClO₄ / CH₂Cl₂ / 4 h / Ambient temperature

2: H₂ / 5percent palladium-on-charcoal catalyst / methanol / 760 Torr / Ambient temperature

With 2,4,6-trimethyl-pyridine; hydrogen; silver perchlorate; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jo00034a047

upstream raw materials:

Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Methyl 2-acetamido-2-deoxy-3-O-(p-methoxybenzyl)-α-D-glucopyranoside

Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(p-methoxybenzyl)-α-D-glucopyranoside