p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-D-glucopyranoside

Base Information

• Chemical Name: p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-D-glucopyranoside
• CAS No.: 86782-41-4
• Molecular Formula: C₂₁H₂₆O₉S
• Molecular Weight: 454.498
• Mol file: 86782-41-4.mol

Synonyms:p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-D-glucopyranoside

Chemical Property of p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-D-glucopyranoside

There total 53 articles about p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-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: 99.0%

para-thiocresol (106-45-6) + β-D-galactose peracetate (4163-60-4) → 4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (28244-94-2,28244-99-7,86782-41-4,131488-65-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.joc.8b00006

Reference yield: 99.0%

4-Methoxybenzenethiol (696-63-9) + β-D-glucose pentaacetate (604-69-3) → p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside (28244-94-2,28244-99-7,86782-41-4,131488-65-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c9ob00057g

Reference yield: 99.0%

p-methylphenyl 1-thio-β-D-glucopyranoside (1152-39-2) + acetic anhydride (108-24-7) → p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside (28244-94-2,28244-99-7,86782-41-4,131488-65-8)

Guidance literature:

With lithium perchlorate; for 1h; Heating;

DOI:10.1016/j.tet.2004.06.138

upstream raw materials:

para-thiocresol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

dibenzyl 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl phosphite

Acetic acid (3aR,5R,6R,7S,7aR)-6-acetoxy-5-acetoxymethyl-2-(bis-benzyloxy-phosphoryl)-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester

Downstream raw materials:

p-methylphenyl 1-thio-β-D-glucopyranoside

3,4,6-tri-O-acetyl-1,2-O-[1-(exo-methoxy)ethylidene]-alpha-D-glucopyranose

methyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-methoxy-tetrahydro-pyran-4-yl ester