p-Tolyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: p-Tolyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside
• CAS No.: 1607433-77-1
• Molecular Formula: C₃₇H₄₀O₇S
• Molecular Weight: 628.786

Synonyms:p-Tolyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Chemical Property of p-Tolyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of p-Tolyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

There total 3 articles about p-Tolyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside 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: 88.0%

p-tolyl 3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (1607433-75-9) + acetic anhydride (108-24-7) → p-Tolyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (1607433-77-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1021/jo500503r

Reference yield:

C35H36O6S (951767-74-1) → p-Tolyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (1607433-77-1)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / methanol / 36 h / 20 °C

2: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane; water / 30 h / 50 °C

3: dmap; triethylamine / dichloromethane / 5 h / 0 - 20 °C

With dmap; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; triethylamine; sodium hydroxide; In methanol; dichloromethane; water;

DOI:10.1021/jo500503r

Reference yield:

p-tolyl 3-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (1607433-76-0) → p-Tolyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (1607433-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane; water / 30 h / 50 °C

2: dmap; triethylamine / dichloromethane / 5 h / 0 - 20 °C

With dmap; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; sodium hydroxide; In dichloromethane; water;

DOI:10.1021/jo500503r

upstream raw materials:

C₃₅H₃₆O₆S

p-tolyl 3-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

p-tolyl 3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

acetic anhydride

Downstream raw materials:

p-methoxyphenyl [4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl]-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside

p-methoxyphenyl (4-O-acetyl-3,6-di-O-benzyl-α-D-galactopyranosyl)-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside

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