4-[4-hydroxy-1-(4-hydroxyphenyl)-1-methyl-4,4-diphenylbutyl]phenol -Drug Synthesis Database

【结构式】

【分子编号】31669

【品名】4-[4-hydroxy-1-(4-hydroxyphenyl)-1-methyl-4,4-diphenylbutyl]phenol

【CA登记号】

【分子式】C₂₉H₂₈O₃

【分子量】424.53952

【元素组成】C 82.05% H 6.65% O 11.31%

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：(III)

The esterification of 4,4-bis(4-hydroxyphenyl)pentanoic acid (I) with diazomethane in ethyl ether/methanol gives the methyl ester (II), which is treated with phenylmagnesium bromide in THF to yield 4,4-bis(4-hydroxyphenyl)-1,1-diphenyl-1-pentanol (III). The reduction of (III) with H2 over Pd/C in methanol affords 4,4-bis(4-hydroxyphenyl)-1,1-diphenylpentane (IV), which is finally condensed with azepane (V) and formaldehyde in hot ethanol/water.

参考文献中间体

合成目标

【1】 Yuen, P.-w.; Malone, T.C.; Tarczy-Hornoch, K.; Rock, D.M.; Szoke, B.; Stoehr, S.; Schelkun, R.M.; Synthesis and biological activity of substituted bis-(4-hydroxyphenyl)methanes as N-type calcium channel blockers. Bioorg Med Chem Lett 1999, 9, 16, 2447.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	17616	bromo(phenyl)magnesium; Phenyl Magnesium Bromide	100-58-3	C₆H₅BrMg	详情	详情
(I)	22391	4,4-bis(4-hydroxyphenyl)pentanoic acid	126-00-1	C₁₇H₁₈O₄	详情	详情
(II)	22392	methyl 4,4-bis(4-hydroxyphenyl)pentanoate		C₁₈H₂₀O₄	详情	详情
(III)	31669	4-[4-hydroxy-1-(4-hydroxyphenyl)-1-methyl-4,4-diphenylbutyl]phenol		C₂₉H₂₈O₃	详情	详情
(IV)	31670	4-[1-(4-hydroxyphenyl)-1-methyl-4,4-diphenylbutyl]phenol		C₂₉H₂₈O₂	详情	详情
(V)	18672	azepane	111-49-9	C₆H₁₃N	详情	详情

Extended Information