2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranose

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranose
• CAS No.: 1038507-81-1
• Molecular Formula: C₆₁H₆₄O₁₁
• Molecular Weight: 973.173
• Mol file: 1038507-81-1.mol

Synonyms:2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranose

Chemical Property of 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranose

There total 3 articles about 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranose 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: 90.0%

1,3,4,6-tetra-O-benzyl-β-D-fructofuranosyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside (1038507-72-0) → 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranose (1038507-81-1) + 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-β-D-glucopyranose + 1,3,4,6-tetra-O-benzyl-α,β-D-fructofuranose (28697-72-5)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; at 20 ℃; for 1h;

DOI:10.1016/j.carres.2008.03.024

Reference yield:

2,3,4-tri-O-benzyl-D-glucopyranose (47727-93-5) + 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl iodide → 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranose (1038507-81-1) + 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-β-D-glucopyranose

Guidance literature:

2,3,4-tri-O-benzyl-D-glucopyranose; With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In toluene; at 65 ℃; for 0.166667h; Molecular sieve; Inert atmosphere;

2,3,4,6-tetra-O-benzyl-D-galactopyranosyl iodide; In toluene; at 65 ℃; for 1h; Overall yield = 2.33 g; stereoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1002/ejoc.201301111

Reference yield:

1-O-acetyl-2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside (3866-62-4,3964-13-4,56822-48-1,56822-49-2,78136-22-8,80300-30-7,80300-97-6,83462-68-4,83462-69-5,94943-10-9) → 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranose (1038507-81-1) + 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1→6)-2,3,4-tri-O-benzyl-β-D-glucopyranose

Guidance literature:

Multi-step reaction with 2 steps

1.1: trimethylsilyl iodide / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; tetra-(n-butyl)ammonium iodide / toluene / 0.17 h / 65 °C / Molecular sieve; Inert atmosphere

2.2: 1 h / 65 °C / Molecular sieve; Inert atmosphere

With trimethylsilyl iodide; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;

DOI:10.1002/ejoc.201301111

upstream raw materials:

1,3,4,6-tetra-O-benzyl-β-D-fructofuranosyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

1-O-acetyl-2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside

2,3,4-tri-O-benzyl-D-glucopyranose