methyl p-anisate; methyl 4-methoxybenzoate -Drug Synthesis Database

【结构式】

【分子编号】44083

【品名】methyl p-anisate; methyl 4-methoxybenzoate

【CA登记号】121-98-2

【分子式】C₉H₁₀O₃

【分子量】166.1766

【元素组成】C 65.05% H 6.07% O 28.88%

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：(IV)

3-Bromo-4-hydroxybenzaldehyde (I) was protected as the corresponding cyclic ketal (III) by treatment with neopentyl glycol (II) and pyridinium p-toluenesulfonate. Lithiation of (III) with n-butyllithium, followed by addition to methyl 4-methoxybenzoate (IV), furnished the triaryl carbinol (V). Deketalization of (V) with concomitant reduction of the tertiary alcohol to yield (VI) was accomplished upon heating in formic acid. Subsequent cleavage of the methoxy groups of (VI) by means of boron tribromide afforded the trihydroxy derivative (VII). Finally, dialdehyde (VII) was condensed with 1-amino-5-methyltetrazole (VIII) to generate the title bis-imine.

参考文献中间体

合成目标

【1】 Pevear, D.C.; Nitz, T.J. (ViroPharma, Inc.); Cpds., compsns. and methods for treating or preventing pneumovirus infection and associated diseases. WO 9938508 .

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)	44081	3-bromo-4-methoxybenzaldehyde	34841-06-0	C₈H₇BrO₂	详情	详情
(II)	12641	Neopentyl glycol; 2,2-Dimethyl-1,3-propanediol	126-30-7	C₅H₁₂O₂	详情	详情
(III)	44082	2-(3-bromo-4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane; 2-bromo-4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl methyl ether		C₁₃H₁₇BrO₃	详情	详情
(IV)	44083	methyl p-anisate; methyl 4-methoxybenzoate	121-98-2	C₉H₁₀O₃	详情	详情
(V)	44084	bis[5-(5,5-dimethyl-1,3-dioxan-2-yl)-2-methoxyphenyl](4-methoxyphenyl)methanol		C₃₄H₄₂O₈	详情	详情
(VI)	44085	3-[(5-formyl-2-methoxyphenyl)(4-methoxyphenyl)methyl]-4-methoxybenzaldehyde		C₂₄H₂₂O₅	详情	详情
(VII)	44086	3-[(5-formyl-2-hydroxyphenyl)(4-hydroxyphenyl)methyl]-4-hydroxybenzaldehyde		C₂₁H₁₆O₅	详情	详情
(VIII)	44087	5-methyl-1H-1,2,3,4-tetraazol-1-ylamine; 5-methyl-1H-1,2,3,4-tetraazol-1-amine		C₂H₅N₅	详情	详情

Extended Information