4-METHOXYPHENYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSIDE

Base Information

• Chemical Name: 4-METHOXYPHENYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSIDE
• CAS No.: 2872-65-3
• Molecular Formula: C₂₁H₂₆O₁₁
• Molecular Weight: 454.431
• Hs Code.: 29400090
• Mol file: 2872-65-3.mol

Synonyms:Galactopyranoside,p-methoxyphenyl, tetraacetate (7CI); Galactopyranoside, p-methoxyphenyl,tetraacetate, b-D-(8CI); b-D-Galactopyranoside,4-methoxyphenyl, tetraacetate (9CI)

Chemical Property of 4-METHOXYPHENYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 3.96E-11mmHg at 25°C
• Melting Point: 105oC
• Refractive Index: 3 ° (C=1, CHCl3)
• Boiling Point: 525.3oC at 760 mmHg
• Flash Point: 225.7oC
• PSA: 132.89000
• Density: 1.3g/cm3
• LogP: 1.15710
• Storage Temp.: Freezer
• Solubility.: very faint turbidity in Chloroform

Purity/Quality:

98% ^*data from raw suppliers

4-Methoxyphenyl 2,3,4,6-tetra-O-acetyl-b-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-METHOXYPHENYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSIDE

There total 41 articles about 4-METHOXYPHENYL 2,3,4,6-TETRA-O-ACETYL-BETA-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: 100.0%

2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate (74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,127061-80-7,142831-80-9) + 4-methoxy-phenol (150-76-5) → p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6)

Guidance literature:

2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate; 4-methoxy-phenol; In dichloromethane; at 0 ℃; Molecular sieve; Inert atmosphere;

With boron trifluoride diethyl etherate; In dichloromethane; for 3h; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.carres.2012.09.025

Reference yield: 99.0%

4-methoxy-phenol (150-76-5) + β-D-glucose pentaacetate (604-69-3) → p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 16h; Inert atmosphere;

Reference yield: 98.0%

4-methoxy-phenol (150-76-5) + β-D-galactose peracetate (4163-60-4) → 4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6)

Guidance literature:

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.201704379

upstream raw materials:

4-methoxy-phenol

β-D-glucose pentaacetate

(4-methoxyphenoxy)trimethylsilane

1-O-trimethylsilyl-2,3,4,6-tetra-O-acetyl-D-glucoside

Downstream raw materials:

p-methoxyphenyl 2,3,4,6-tetra-O-allyl-β-D-glucopyranoside

4-methoxyphenyl β-D-galactopyranoside

p-methoxyphenyl 2,3,4,6-tetra-O-allyl-β-D-galactopyranoside

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

Refernces

• 1、 Bedini, Emiliano,Iadonisi, Alfonso,Silipo, Alba,Traboni, Serena,Vessella, Giulia. "Solvent-Free Glycosylation from per-O-Acylated Donors Catalyzed by Methanesulfonic Acid". . p. 5669 - 5676. Retrieved 2021/11/11.
• 2、 Chen, Xi,Diaz, Sandra,Kooner, Anoopjit Singh,Santra, Abhishek,Varki, Ajit,Yu, Hai. "Chemoenzymatic Synthesis of Sialosides Containing 7- N- or 7,9-Di- N-acetyl Sialic Acid as Stable O-Acetyl Analogues for Probing Sialic Acid-Binding Proteins". . p. 14381 - 14397. Retrieved 2021/11/01.