5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentanenitrile -Drug Synthesis Database

【结构式】

【分子编号】24758

【品名】5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentanenitrile

【CA登记号】

【分子式】C₁₆H₂₁NO₃

【分子量】275.34768

【元素组成】C 69.79% H 7.69% N 5.09% O 17.43%

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)

The condensation of 2,4-dihydroxy-3-prop ylacetophenone (I) with 1 4-dibromobutane (II) by means of K2CO3 in refluxing acetone gives 4-(4 acetyl 3-hydroxy-2-propylphenoxy)butyl bromide (III), which is treated with NaCN in hot DMF to yield 5-(4 acetyl-3-hydroxy-2-propylphenoxy)pen tanenitrile (IV). Finally, this compound is cyclized with sodium azide by means of NH4Cl in DMF at 125 C.

参考文献中间体

合成目标

【1】 Marshall, W.S.; Verge, J.P. (Eli Lilly and Company); Leukotriene antagonists. EP 0108592 .
【2】 Chu, S.S.; LY-171883. Drugs Fut 1985, 10, 8, 632.

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)	13137	2',4'-Dihydroxy-3'-propylacetophenone; 1-(2,4-Dihydroxy-3-propylphenyl)-1-ethanone	40786-69-4	C₁₁H₁₄O₃	详情	详情
(II)	11883	1,4-Dibromobutane; 1,4-Butylene bromide	110-52-1	C₄H₈Br₂	详情	详情
(III)	24757	1-[4-(4-bromobutoxy)-2-hydroxy-3-propylphenyl]-1-ethanone		C₁₅H₂₁BrO₃	详情	详情
(IV)	24758	5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentanenitrile		C₁₆H₂₁NO₃	详情	详情

Extended Information