7-Hydroxy CouMarin 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester

Base Information

• Chemical Name: 7-Hydroxy CouMarin 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester
• CAS No.: 168286-97-3
• Molecular Formula: C₂₂H₂₂O₁₂
• Molecular Weight: 478.409
• Mol file: 168286-97-3.mol

Synonyms:7-Hydroxy CouMarin 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester;2-Oxo-2H-1-benzopyran-7-yl-β-D-glucopyranosiduronic Acid Methyl Ester Triacetate

Chemical Property of 7-Hydroxy CouMarin 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester

Chemical Property:

• Boiling Point: 583.2±50.0 °C(Predicted)
• PSA: 153.87000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 0.86480
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

95% ^*data from raw suppliers

7-HydroxyCoumarin2,3,4-Tri-O-acetyl-β-D-glucuronideMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: As coumarin derivative, 7-Hydroxy CouMarin 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester can be used in the preparation of Hydroxy Coumarin β-D-Glucuronide, a useful pharmacokinetic standard in metabolic studies. Coumarin derivative. Used in the preparation of Hydroxy Coumarin β-D-Glucuronide, a useful pharmacokinetic standard in metabolic studies.

Technology Process of 7-Hydroxy CouMarin 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester

There total 3 articles about 7-Hydroxy CouMarin 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester 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: 61.0%

7-hydroxy-2H-chromen-2-one (93-35-6) + methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate (92420-89-8) → O2,O3,O4-triacetyl-O1-(2-oxo-2H-chromen-7-yl)-β-D-glucopyranuronic acid methyl ester (168286-97-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 18h; Ambient temperature;

Reference yield:

methyl 2,3,4-tri-O-acetyl-D-glucopyranuronate (72692-06-9,73464-50-3,3082-95-9) → O2,O3,O4-triacetyl-O1-(2-oxo-2H-chromen-7-yl)-β-D-glucopyranuronic acid methyl ester (168286-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / K₂CO₃ / CH₂Cl₂ / 16 h / Ambient temperature

2: 61 percent / BF₃*Et₂O / CH₂Cl₂ / 18 h / Ambient temperature

With boron trifluoride diethyl etherate; potassium carbonate; In dichloromethane;

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + acetic anhydride (108-24-7) + 7-Hydroxycoumarin glucuronide (66695-14-5) → O2,O3,O4-triacetyl-O1-(2-oxo-2H-chromen-7-yl)-β-D-glucopyranuronic acid methyl ester (168286-97-3)

Guidance literature:

With pyridine; diethyl ether; Reaktion ueber zwei Stufen;

DOI:10.1042/bj0610569

upstream raw materials:

diazomethane

acetic anhydride

7-Hydroxycoumarin glucuronide

7-hydroxy-2H-chromen-2-one

Downstream raw materials:

7-Hydroxycoumarin glucuronide