4-METHYLUMBELLIFERYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GALACTOPYRANOSIDE

Base Information

• Chemical Name: 4-METHYLUMBELLIFERYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GALACTOPYRANOSIDE
• CAS No.: 124223-99-0
• Molecular Formula: C18H21 N O8
• Molecular Weight: 379.367
• Mol file: 124223-99-0.mol

Synonyms:GalNAc1-α-4MU;7-[[2-(Acetylamino)-2-deoxy-a-D-galactopyranosyl]oxy]-4-methyl-2H-1-benzopyran-2-one

Chemical Property of 4-METHYLUMBELLIFERYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GALACTOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 1.67E-22mmHg at 25°C
• Melting Point: 257-260°C
• Refractive Index: 1.632
• Boiling Point: 732.2°Cat760mmHg
• Flash Point: 396.6°C
• PSA: 138.46000
• Density: 1.47g/cm³
• LogP: -0.18520
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

99%, ^*data from raw suppliers

4-Methylumbelliferyl2-Acetamido-2-deoxy-α-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 4-Methylumbelliferyl 2-acetoamido-2-deoxy-α-D-galactopyranoside (4-MU-2-acetoamido-2-deoxy-α-Gal) is a fluorogenic substrate used to quantify α- and β-galactopyranosaminidase activity. 4-MU-2-acetoamido-2-deoxy-α-Gal is cleaved by α- and β-galactopyranosaminidase to release the fluorescent moiety 4-MU. 4-MU fluorescence is pH-dependent with excitation maxima of 320 and 360 nm at low (1.97-6.72) and high (7.12-10.3) pH, respectively, and an emission maximum ranging from 445 to 455 nM, increasing as pH decreases.
• Uses: An effective substrate for the detection of N-acetyl-a-D-Galactopyranosiaminidase activity. The deficiency of this enzyme is the defect in Schindler disease An effective substrate for the detection of N-acetyl-α-D-Galactopyranosiaminidase activity. The deficiency of this enzyme is the defect in Schindler disease.

Technology Process of 4-METHYLUMBELLIFERYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GALACTOPYRANOSIDE

There total 6 articles about 4-METHYLUMBELLIFERYL 2-ACETAMIDO-2-DEOXY-ALPHA-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: 90.0%

4-methylumbelliferyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranoside (124167-45-9) → 4-methylumbelliferyl 2-acetamido-2-deoxy-α-D-galactopyranoside (124223-99-0)

Guidance literature:

With sodium methylate; In methanol; for 0.25h; Ambient temperature;

Reference yield:

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) → 4-methylumbelliferyl 2-acetamido-2-deoxy-α-D-galactopyranoside (124223-99-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 33 percent / silver trifluoromethanesulfonate, sym-collidine, 4 Angstroem molecular sieves / CH₂Cl₂ / Ambient temperature

2: 1.) H₂; / 1.) 5percent palladium-on charcoal / 1.) aq. EtOH, 2h; 2.) pyridine, 1h, room temperature

3: 90 percent / 0.5N sodium methoxide / methanol / 0.25 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; hydrogen; sodium methylate; silver trifluoromethanesulfonate; palladium on activated charcoal; In methanol; dichloromethane;

Reference yield:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride (67817-37-2) → 4-methylumbelliferyl 2-acetamido-2-deoxy-α-D-galactopyranoside (124223-99-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 33 percent / silver trifluoromethanesulfonate, sym-collidine, 4 Angstroem molecular sieves / CH₂Cl₂ / Ambient temperature

2: 1.) H₂; / 1.) 5percent palladium-on charcoal / 1.) aq. EtOH, 2h; 2.) pyridine, 1h, room temperature

3: 90 percent / 0.5N sodium methoxide / methanol / 0.25 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; hydrogen; sodium methylate; silver trifluoromethanesulfonate; palladium on activated charcoal; In methanol; dichloromethane;

upstream raw materials:

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

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

Downstream raw materials:

4-methylumbelliferyl β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside

UDP

β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-D-galactose

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

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