ChemicalBook CAS DataBase List Isofraxidin

Isofraxidin synthesis

7synthesis methods

Product Name:Isofraxidin
CAS Number:486-21-5
Molecular formula:C11H10O5
Molecular Weight:222.19

574-84-5 Synthesis

574-84-5
190 suppliers
$18.00/10mg

74-88-4
339 suppliers
$15.00/10g

486-21-5
224 suppliers
$52.00/2 mg

Yield:486-21-5 82%

Reaction Conditions:

with potassium carbonate in acetone at 60; for 3 h;

Steps:

Preparation of isofraxidin (9)
A solution of 8 (1.0 g, 4.8 mmol) was treated with methyliodide (0.4 mL, 6.4 mmol) in the presence of K₂CO₃(1.0 g, 7.2 mmol) in acetone (20 mL) at 60 °C for 3 h. After the reactionmixture was poured into aq satd NaCl, the whole was extracted with EtOAc. TheEtOAc extract was washed with aq satd NaCl and dried over MgSO₄.Removal of the solvent from the EtOAc extract under reduced pressure gave aresidue, which was purified by column chromatography (SiO₂ 20 g, n-hexane:EtOAc=2:1) to affordisofraxidin 9 (867 mg, 82%). Thestructure of obtained 9 wasidentified by the comparison of the spectroscopic data with reported⁸.

References:

Tamura, Satoru;Yoshihira, Kunichika;Kawano, Tomikazu;Murakami, Nobutoshi [Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,# 20,p. 3342 - 3345]

FullText