(2R,3R)-3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one -Drug Synthesis Database

【结构式】

【分子编号】46432

【品名】(2R,3R)-3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one

【CA登记号】

【分子式】C₂₅H₂₂O₁₀

【分子量】482.44368

【元素组成】C 62.24% H 4.6% O 33.16%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(I)

Commercial silybin (I) was oxidized to dehydrosilybin (II) employing iodine and KOAc in HOAc. Alkylation of (II) with geranyl bromide (III) in the presence of tetraethylammonium hydroxide provided a mixture of the desired 8-geranyl dehydrosilybin along with minor amounts of the 6-geranyl isomer (IV), which were separated by chromatography.

参考文献中间体

合成目标

【1】 Barron, D.; Di Pietro, A.; El Kirat, K.; Conseil, G.; Comte, G.; Maitrejean, M.; The flavanolignan silybin and its hemisynthetic derivatives, a novel series of potential modulators of P-glycoprotein. Bioorg Med Chem Lett 2000, 10, 2, 157.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	46432	(2R,3R)-3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one		C₂₅H₂₂O₁₀	详情	详情
(II)	46433	3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one		C₂₅H₂₀O₁₀	详情	详情
(III)	31116	(2E)-1-bromo-3,7-dimethyl-2,6-octadiene; trans-Geranyl bromide; Geranyl bromide	6138-90-5	C₁₀H₁₇Br	详情	详情
(IV)	46434	6-[(2E)-3,7-dimethyl-2,6-octadienyl]-3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one		C₃₅H₃₆O₁₀	详情	详情

Extended Information