N-[6-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide

Base Information

• Chemical Name: N-[6-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide
• CAS No.: 1259301-44-4
• Molecular Formula: C₄₀H₆₄N₂O₁₄S
• Molecular Weight: 829.019
• Mol file: 1259301-44-4.mol

Synonyms:N-[6-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide

Chemical Property of N-[6-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[6-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide

There total 4 articles about N-[6-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide 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: 62.0%

N-(6-hydroxyhexyl)-N-tetradecyl-2-nitrobenzenesulfonyl amide (1259301-43-3) + acetic anhydride (108-24-7) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → N-(6-acetyloxyhexyl)-N-tetradecyl-2-nitrobenzenesulfonyl amide (1259301-46-6) + N-[6-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide (1259301-44-4) + N-[6-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide (1259301-45-5)

Guidance literature:

N-(6-hydroxyhexyl)-N-tetradecyl-2-nitrobenzenesulfonyl amide; 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside; With cadmium(II) carbonate; silica gel; In toluene; for 3.5h; Reflux;

acetic anhydride; With pyridine; at 20 - 23 ℃; for 4h;

DOI:10.1134/S1068162010050146

Reference yield:

6-amino-1-hexanol (4048-33-3) → N-[6-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide (1259301-44-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 40 h / 0 - 20 °C / Molecular sieve

2.1: potassium carbonate / dichloromethane / 2.5 h / 60 °C

3.1: cadmium(II) carbonate; silica gel / toluene / 3.5 h / Reflux

3.2: 4 h / 20 - 23 °C

With cadmium(II) carbonate; silica gel; potassium carbonate; triethylamine; In dichloromethane; toluene;

DOI:10.1134/S1068162010050146

Reference yield:

N-(6-hydroxyhexyl)-2-nitrobenzenesulfonyl amide (1243558-15-7) → N-[6-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide (1259301-44-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / dichloromethane / 2.5 h / 60 °C

2.1: cadmium(II) carbonate; silica gel / toluene / 3.5 h / Reflux

2.2: 4 h / 20 - 23 °C

With cadmium(II) carbonate; silica gel; potassium carbonate; In dichloromethane; toluene;

DOI:10.1134/S1068162010050146

upstream raw materials:

N-(6-hydroxyhexyl)-2-nitrobenzenesulfonyl amide

N-(6-hydroxyhexyl)-N-tetradecyl-2-nitrobenzenesulfonyl amide

acetic anhydride

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Downstream raw materials:

N-[6-(β-D-galactopyranosyloxy)hexyl]-N-tetradecyl-2-nitrobenzenesulfonyl amide