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

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside
• CAS No.: 1384245-04-8
• Molecular Formula: C₆₄H₇₉NO₁₈Si
• Molecular Weight: 1178.41
• Mol file: 1384245-04-8.mol

Synonyms:2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-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: 57.0%

2-(trimethylsilyl)ethyl [3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-D-glucopyranosyl]-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy->-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl->-L-rhamnopyranoside (1384245-05-9) → 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside (1384245-64-0) + 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside (1384245-04-8)

Guidance literature:

With ammonium cerium (IV) nitrate; water; In acetonitrile; at 0 ℃;

DOI:10.1021/jo300299p

Reference yield: 91.0%

2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside (1384245-04-8) + 2-O-benzoyl-4-O-benzyl-3-O-chloroacetyl-α-L-rhamnopyranosyl trichloroacetimidate (204199-49-5) → 2-(trimethylsilyl)ethyl (2-O-benzoyl-4-O-benzyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1->2)-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside (1384245-15-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 23 ℃; for 3h;

DOI:10.1021/jo300299p

Reference yield:

2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside (1384245-04-8) + acetic anhydride (108-24-7) → 2-(trimethylsilyl)ethyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside (1384245-11-7)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 45 ℃; for 1h;

DOI:10.1021/jo300299p

upstream raw materials:

2-(trimethylsilyl)ethyl [3,4,6-tri-O-benzyl-2-O-(4-methoxybenzyl)-D-glucopyranosyl]-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy->-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl->-L-rhamnopyranoside

Downstream raw materials:

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

2-(trimethylsilyl)ethyl (2-O-benzoyl-4-O-benzyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1->2)-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside