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【结 构 式】

【分子编号】45874

【品名】(Z)-6-bromo-1-(4-chlorophenyl)-3-hydroxy-2-hexen-1-one

【CA登记号】

【 分 子 式 】C12H12BrClO2

【 分 子 量 】303.58278

【元素组成】C 47.48% H 3.98% Br 26.32% Cl 11.68% O 10.54%

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:(V)

Acetophenone (I) is condensed with gamma-butyrolactone (II) in the presence of NaOMe to afford compound (III), which is finally treated with BF3·Et2O and amine (IV) in dichloromethane/ether. Alternatively, the target compound can be synthesized by regioselective bromination of (III) with PBr3 in dichloromethane to yield bromo derivative (V) followed by heating with primary amine (IV) in MeOH. (Under forceful conditions (V) can be converted into intermediate (VI), which by heating in MeOH in the presence of primary amine (IV) can also lead to the desired product).

1 Batra, S.; et al.; Syntheses and biological evaluation of 3-substituted amino-1-aryl-6-hydroxy-hex-2-ene-1-ones as antioxidant and hypolipidemic agents. Bioorg Med Chem 2000, 8, 8, 2195.
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) 12685 4-Chloroacetophenone; 1-(4-Chlorophenyl)-1-ethanone; p-Chloroacetophenone 99-91-2 C8H7ClO 详情 详情
(II) 20576 dihydro-2(3H)-furanone 96-48-0 C4H6O2 详情 详情
(III) 45873 (Z)-1-(4-chlorophenyl)-3,6-dihydroxy-2-hexen-1-one C12H13ClO3 详情 详情
(IV) 12420 N-(2-Aminoethyl)-N,N-diethylamine; N,N-Diethylethylene-diamine; N(1),N(1)-Diethyl-1,2-ethanediamine 100-36-7 C6H16N2 详情 详情
(V) 45874 (Z)-6-bromo-1-(4-chlorophenyl)-3-hydroxy-2-hexen-1-one C12H12BrClO2 详情 详情
(VI) 45875 1-(4-chlorophenyl)-2-dihydro-2(3H)-furanylidene-1-ethanone C12H11ClO2 详情 详情
Extended Information