4-Methylumbelliferyl beta-D-xylopyranoside

Base Information

• Chemical Name: 4-Methylumbelliferyl beta-D-xylopyranoside
• CAS No.: 6734-33-4
• Molecular Formula: C15H16O7
• Molecular Weight: 308.288
• Hs Code.: 29400090
• European Community (EC) Number: 229-784-4
• UNII: 766N8850JA
• DSSTox Substance ID: DTXSID10217687
• Nikkaji Number: J298.088F
• Wikidata: Q27894530
• Pharos Ligand ID: KDWMA7H8J3QQ
• ChEMBL ID: CHEMBL1938471
• Mol file: 6734-33-4.mol

Synonyms:4-methylumbelliferyl-beta-xyloside;4-MU4-deoxy-beta-D-xylopyranoside;methylumbelliferyl-beta-D-xyloside;Xyl-MU

Chemical Property of 4-Methylumbelliferyl beta-D-xylopyranoside

Chemical Property:

• Appearance/Colour: white to almost white powder
• Vapor Pressure: 6.29E-14mmHg at 25°C
• Melting Point: 223 °C
• Refractive Index: 1.646
• Boiling Point: 572.1 °C at 760 mmHg
• PKA: 12.85±0.70(Predicted)
• Flash Point: 217.3 °C
• PSA: 109.36000
• Density: 1.514 g/cm³
• LogP: -0.08080
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 308.08960285
• Heavy Atom Count: 22
• Complexity: 463

Purity/Quality:

98%, ^*data from raw suppliers

4-Methylumbelliferyl b-D-xylopyranoside ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(CO3)O)O)O
• Isomeric SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O

Technology Process of 4-Methylumbelliferyl beta-D-xylopyranoside

There total 10 articles about 4-Methylumbelliferyl beta-D-xylopyranoside 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: 79.0%

4′-methylumbelliferyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside (6734-34-5) → 4-methylumbellifer-7-yl β-D-xylopyranoside (6734-33-4,65502-34-3,69414-26-2)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 0.416667h;

DOI:10.3390/molecules201219789

Reference yield:

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + tetra-O-acetyl-β-D-xylopyranose (4049-33-6) → 4-methylumbellifer-7-yl β-D-xylopyranoside (6734-33-4,65502-34-3,69414-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate; triethylamine / dichloromethane / 5 h / 20 - 21 °C / Inert atmosphere

2: potassium hydroxide / methanol / 0.42 h / 20 °C

With boron trifluoride diethyl etherate; triethylamine; potassium hydroxide; In methanol; dichloromethane; 1: |Helferich Method;

DOI:10.3390/molecules201219789

Reference yield:

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + p-nitrophenyl β-D-xylopyranoside (2001-96-9) → 4-methylumbellifer-7-yl β-D-xylopyranoside (6734-33-4,65502-34-3,69414-26-2)

Guidance literature:

With β-D-glucosidase; at 30 ℃; for 2h;

DOI:10.1016/S0008-6215(00)81037-X

upstream raw materials:

4′-methylumbelliferyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside

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

p-nitrophenyl β-D-xylopyranoside

1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose