ChemicalBook CAS DataBase List 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-buten-1-yl)-

4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-buten-1-yl)- synthesis

3synthesis methods

Product Name:4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-buten-1-yl)-
CAS Number:129145-54-6
Molecular formula:C20H18O7
Molecular Weight:370.3527

4H-1-Benzopyran-4-one, 2-[3,4-bis(methoxymethoxy)phenyl]-5-hydroxy-3,7-bis(methoxymethoxy)-6-(3-methyl-2-buten-1-yl)-

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4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-buten-1-yl)-

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Yield:129145-54-6 78%

Reaction Conditions:

with hydrogenchloride in methanol;water; for 4 h;

Steps:

General procedure for the synthesis of 8-C-prenylflavonoids and 6-C-prenylflavonoids

General procedure: A solution of compound 15, 16, 19, 20, 23 or 24 and 1 mL HCl (3 mol*L^-1) was stirred in 20 mL CH₃OH at reflux for 4 h. After the mixture was cooled to room temperature, the solvent was concentrated in vacuo. The residue was purified by column chromatography methods. After obtained 8-C-Prenylquercetin (3) and Gancaonin P (7), to dissolve compound 3 or 7 (0.5 mmol) and anhydrous K₂CO₃ (5 mmol) in 20 mL acetone respectively, then (Me)₂SO₄(0.3ml, 2 mmol) was added dropwise and the mixture was stirred for 6 h at room temperature. The residue was filtrated and solvent was removed under reduced pressure and the crude solid was purified by recrystallizing from EtOAc/petroleum ether (v/v, 1:10).

References:

Li, Wei;Shu, Liang;Liu, Kexiong;Wang, Qiuan [Tetrahedron Letters,2019,vol. 60,# 41,art. no. 151138] Location in patent:supporting information

4H-1-Benzopyran-4-one, 2-[3,4-bis(methoxymethoxy)phenyl]-5-hydroxy-3,7-bis(methoxymethoxy)-

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129145-54-6
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References

117-39-5 Synthesis

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References