4-bromo-2-methoxyphenol -Drug Synthesis Database

【结构式】

【分子编号】45436

【品名】4-bromo-2-methoxyphenol

【CA登记号】7368-78-7

【分子式】C₇H₇BrO₂

【分子量】203.03538

【元素组成】C 41.41% H 3.48% Br 39.35% O 15.76%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(I)

The protection of 4-bromo-2-methoxyphenol (I) with ethyl vinyl ether (II) and TsOH in dichloromethane gives the ethoxyethyl ether (III), which is treated with n-BuLi in THF to yield the phenyl lithium compound (IV). The reaction of (IV) with 2H-labeled DMF (V), followed by hydrolysis with HCl, affords the labeled 4-hydroxy-3-methoxybenzaldehyde (VI), which is finally condensed with pentane-2,4-dione (VII) by means of B2O3 and tetrahydroquinoline in DMF.

参考文献中间体

合成目标

【1】 Threadgill, M.D.; Parveen, I.; Labelled compounds of interest as antitumour agents - VII. [H-2]- and [C-14]-curcumin. J Label Compd Radiopharm 2000, 43, 9, 883.

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)	45436	4-bromo-2-methoxyphenol	7368-78-7	C₇H₇BrO₂	详情	详情
(II)	18762	1-Ethoxyethylene; Ethyl vinyl ether；Ethoxyethene	109-92-2	C₄H₈O	详情	详情
(III)	45437	5-bromo-2-(1-ethoxyethoxy)phenyl methyl ether; 4-bromo-1-(1-ethoxyethoxy)-2-methoxybenzene		C₁₁H₁₅BrO₃	详情	详情
(IV)	45438	[4-(1-ethoxyethoxy)-3-methoxyphenyl]lithium		C₁₁H₁₅LiO₃	详情	详情
(V)	33491	Dimethylformamide	68-12-2	C₃H₇NO	详情	详情
(V)	45439	dimethylformamide		C₃H₇NO	详情	详情
(VI)	22701	4-hydroxy-3-methoxybenzaldehyde	121-33-5	C₈H₈O₃	详情	详情
(VI)	45440	4-hydroxy-3-methoxybenzaldehyde	21-59-0	C₈H₈O₃	详情	详情
(VII)	11620	2,4-Pentanedione;acetylacetone	123-54-6	C₅H₈O₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(I)

The protection of 4-bromo-2-methoxyphenol (I) with ethyl vinyl ether (II) and TsOH in dichloromethane gives the ethoxyethyl ether (III), which is treated with n-BuLi in THF to yield the phenyl lithium compound (IV). The reaction of (IV) with 14C-labeled DMF (V), followed by hydrolysis with HCl, affords the labeled 4-hydroxy-3-methoxybenzaldehyde (VI), which is finally condensed with pentane-2,4-dione (VII) by means of B2O3 and tetrahydroquinoline in DMF.

参考文献中间体

合成目标

【1】 Threadgill, M.D.; Parveen, I.; Labelled compounds of interest as antitumour agents - VII. [H-2]- and [C-14]-curcumin. J Label Compd Radiopharm 2000, 43, 9, 883.

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)	45436	4-bromo-2-methoxyphenol	7368-78-7	C₇H₇BrO₂	详情	详情
(II)	18762	1-Ethoxyethylene; Ethyl vinyl ether；Ethoxyethene	109-92-2	C₄H₈O	详情	详情
(III)	45437	5-bromo-2-(1-ethoxyethoxy)phenyl methyl ether; 4-bromo-1-(1-ethoxyethoxy)-2-methoxybenzene		C₁₁H₁₅BrO₃	详情	详情
(IV)	45438	[4-(1-ethoxyethoxy)-3-methoxyphenyl]lithium		C₁₁H₁₅LiO₃	详情	详情
(V)	33491	Dimethylformamide	68-12-2	C₃H₇NO	详情	详情
(V)	45441	dimethylformamide		C₃H₇NO	详情	详情
(VI)	22701	4-hydroxy-3-methoxybenzaldehyde	121-33-5	C₈H₈O₃	详情	详情
(VI)	45442	4-hydroxy-3-methoxybenzaldehyde		C₈H₈O₃	详情	详情
(VII)	11620	2,4-Pentanedione;acetylacetone	123-54-6	C₅H₈O₂	详情	详情

Extended Information