methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside
• CAS No.: 142967-73-5
• Molecular Formula: C₃₃H₃₇N₃O₁₄
• Molecular Weight: 699.668
• Mol file: 142967-73-5.mol

Synonyms:methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Chemical Property of methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

There total 1 articles about methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-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: 72.0%

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl chloride (67817-20-3) + methyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside (88331-96-8) → methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (142967-73-5)

Guidance literature:

With 2,4,6-trimethyl-pyridine; silver perchlorate; In dichloromethane; for 0.75h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90483-X

Reference yield: 85.0%

methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (142967-73-5) → O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl chloride (151967-76-9)

Guidance literature:

With Dichloromethyl methyl ether; zinc(II) chloride; In chloroform; at 50 - 55 ℃; for 7h;

DOI:10.1016/0008-6215(93)80073-N

Reference yield: 76.0%

acetic anhydride (108-24-7) + methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (142967-73-5) → methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (142967-74-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90483-X

upstream raw materials:

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl chloride

methyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside

Downstream raw materials:

methyl O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1-3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl chloride

methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside

methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside