Vibunazole, Bay-n-7133, -Drug Synthesis Database

【结构式】

【药物名称】Vibunazole, Bay-n-7133

【化学名称】alpha-[(4-Chlorophenoxy)methyl]-alpha-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol
　　　　　　1-(4-chlorophenoxy)-3,3-dimethyl-2-(1,2,4-triazol-1-yl)methyl-2-butanol
　　　　　　2-[(4-Chlorophenoxy)methyl]-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol

【CA登记号】80456-55-9

【分子式】C₁₅H₂₀ClN₃O₂

【分子量】309.79855

【开发单位】Bayer (Originator)

【药理作用】Antifungal Agents, ANTIINFECTIVE THERAPY

合成路线1

The reaction of 1-(4-chlorophenoxy)-3,3-dimethyl-2-butanone (I) with dimethyl sulfide, dimethyl sulfate and sodium methoxide in acetonitrile gives 2,4-chlorophenoxymethyl)-2-(tertbutyl)oxirane (II), which is then condensed with 1,2,4-triazole (III) in refluxing ethanol.

参考文献中间体

【1】 Holmwood, G.; Buechel, K.H.; Luerssen, K.; Frohberger, P.E.; Brandes, W.; Oxirane compounds. EP 0040345; EP 0072580; EP 0087148; ES 8203859; JP 2167270; JP 2167273; US 4532341; US 4626595; US 4723984; US 4789672; US 4871390; US 4897107; US 4904298; US 4911746 .
【2】 Holmwood, G.; Buechel, K.H.; Plempel, M.; Haller, T.; Antimicrobial azoles. DE 3018865; EP 0043419; JP 57009715; US 4652579 .
【3】 Fromtling, R.A.; Serradell, M.N.; Castaner, J.; BAY-N-7133. Drugs Fut 1984, 9, 6, 404.

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)	34149	1-(4-chlorophenoxy)-3,3-dimethyl-2-butanone		C₁₂H₁₅ClO₂	详情	详情
(II)	34150	2-(tert-butyl)-2-[(4-chlorophenoxy)methyl]oxirane; [2-(tert-butyl)-2-oxiranyl]methyl 4-chlorophenyl ether		C₁₃H₁₇ClO₂	详情	详情
(III)	13135	1H-1,2,4-Triazole; 1,2,4-Triazole	288-88-0	C₂H₃N₃	详情	详情

Extended Information