2-(trimethylsilyl)ethyl (2,6-di-O-benzyl-4-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl (2,6-di-O-benzyl-4-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
• CAS No.: 172360-88-2
• Molecular Formula: C₅₄H₆₆O₁₂Si
• Molecular Weight: 935.196
• Mol file: 172360-88-2.mol

Synonyms:2-(trimethylsilyl)ethyl (2,6-di-O-benzyl-4-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property of 2-(trimethylsilyl)ethyl (2,6-di-O-benzyl-4-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(trimethylsilyl)ethyl (2,6-di-O-benzyl-4-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 5 articles about 2-(trimethylsilyl)ethyl (2,6-di-O-benzyl-4-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-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: 95.0%

Triethyl orthoacetate (78-39-7) + 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (117253-42-6) → 2-(trimethylsilyl)ethyl (2,6-di-O-benzyl-4-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (172360-88-2)

Guidance literature:

Triethyl orthoacetate; 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside; With camphor-10-sulfonic acid; at 20 ℃; for 0.5h;

With acetic acid; In water; at 20 ℃; for 0.25h;

DOI:10.1016/j.tet.2005.10.021

Reference yield: 76.0%

2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-3-O-allyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (172360-87-1) → 2-(trimethylsilyl)ethyl (2,6-di-O-benzyl-4-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (172360-88-2)

Guidance literature:

With palladium dichloride; In methanol; for 4h; Ambient temperature;

DOI:10.1021/jo00127a042

Reference yield: 42.0%

2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside (172360-89-3) → 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (117253-42-6) + 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranosyl)-β-D-glucopyranoside + 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(3-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside + 2-(trimethylsilyl)ethyl (2,6-di-O-benzyl-4-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (172360-88-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 23h; Heating;

DOI:10.1021/jo00127a042

upstream raw materials:

2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-3-O-allyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside

Triethyl orthoacetate

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Downstream raw materials:

2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside