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4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-buten-1-yl)- synthesis
- 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)-](/CAS/20210305/GIF/143724-73-6.gif)
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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)-](/CAS/20210305/GIF/143724-67-8.gif)
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![4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-buten-1-yl)-](/CAS/20180528/GIF/129145-54-6.gif)
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![Quercetin](/CAS/GIF/117-39-5.gif)
117-39-5
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$5.00/1g
![4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-buten-1-yl)-](/CAS/20180528/GIF/129145-54-6.gif)
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