4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

Base Information

• Chemical Name: 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside
• CAS No.: 124167-44-8
• Molecular Formula: C₂₂H₂₃N₃O₁₀
• Molecular Weight: 489.439
• Mol file: 124167-44-8.mol

Synonyms:4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

Chemical Property of 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

There total 2 articles about 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-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: 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;

Reference yield:

4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside (124167-44-8) → 4-methylumbelliferyl 2-acetamido-2-deoxy-β-D-galactopyranoside (36476-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂ / 1.) 5percent palladium-on-charcoal / 1.) aq. EtOH, 3h, room temperature; 2.) methanol, 6h

2: 64 percent / 0.5N sodium methoxide / methanol / 0.33 h / Ambient temperature

With hydrogen; sodium methylate; palladium on activated charcoal; In methanol;

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

Downstream raw materials:

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

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