4-MethyluMbelliferyl 3,4,6-tri-O-Acetyl-2-azido-2-deoxy-α-D-galactopyranoside

Base Information

• Chemical Name: 4-MethyluMbelliferyl 3,4,6-tri-O-Acetyl-2-azido-2-deoxy-α-D-galactopyranoside
• CAS No.: 124167-43-7
• Molecular Formula: C₂₂H₂₃N₃O₁₀
• Molecular Weight: 489.439
• Mol file: 124167-43-7.mol

Synonyms:4-MethyluMbelliferyl 3,4,6-tri-O-Acetyl-2-azido-2-deoxy-α-D-galactopyranoside;4-Methyl-7-[(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)oxy]-2H-1-benzopyran-2-one

Chemical Property of 4-MethyluMbelliferyl 3,4,6-tri-O-Acetyl-2-azido-2-deoxy-α-D-galactopyranoside

Chemical Property:

• PSA: 177.32000
• LogP: 1.76326
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

4-Methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-a-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Used in the synthesis of 4-methylumbelliferyl glycosides for the detection of α- and β-D-galactopyranosaminidases. 4-MethyluMbelliferyl 3,4,6-tri-O-Acetyl-2-azido-2-deoxy-α-D-galactopyranoside is used in the synthesis of 4-methylumbelliferyl glycosides for the detection of α- and β-D-galactopyranosaminidases

Technology Process of 4-MethyluMbelliferyl 3,4,6-tri-O-Acetyl-2-azido-2-deoxy-α-D-galactopyranoside

There total 4 articles about 4-MethyluMbelliferyl 3,4,6-tri-O-Acetyl-2-azido-2-deoxy-α-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: 70.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl trichloroacetimidate (167939-15-3) → 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside (124167-43-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 8h; stereoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.carres.2008.12.013

Reference yield: 33.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride (67817-37-2) → 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside (124167-44-8) + 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside (124167-43-7)

Guidance literature:

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; Ambient temperature;

Reference yield: 33.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride (67817-41-8) → 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside (124167-44-8) + 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside (124167-43-7)

Guidance literature:

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; Ambient temperature;

upstream raw materials:

7-hydroxy-4-methyl-chromen-2-one

3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride

triacetyl-D-galactal

Downstream raw materials:

4-methylumbelliferyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranoside

4-methylumbelliferyl 2-acetamido-2-deoxy-α-D-galactopyranoside