Methyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: Methyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside
• CAS No.: 156124-93-5
• Molecular Formula: C₄₄H₅₂O₁₁
• Molecular Weight: 756.89
• Mol file: 156124-93-5.mol

Synonyms:Methyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

Chemical Property of Methyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

There total 1 articles about Methyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-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: 30.0%

benzyl bromide (100-39-0) + methyl 4-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (98169-70-1) → Methyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside (156124-93-5)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In benzene; at 25 ℃; for 24h;

DOI:10.1039/c39940000775

Reference yield: 82.0%

perbenzyl fucosyl bromide (33639-77-9) + Methyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside (156124-93-5) → Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside (156124-94-6)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; mercury dibromide; In dichloromethane; at 25 ℃; for 31h;

DOI:10.1039/c39940000775

Reference yield:

Methyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside (156124-93-5) → Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside (156124-95-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / HgBr₂, 4 Angstroem molecular sieves, 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 31 h / Ambient temperature

2: 76 percent / 80percent aq. AcOH / Ambient temperature

With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; acetic acid; mercury dibromide; In dichloromethane;

DOI:10.1021/jo00111a008

upstream raw materials:

benzyl bromide

methyl 4-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Downstream raw materials:

Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside