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Broxaterol, Z-1170, Summair

溴沙特罗Chemical Name: (?-3-Bromo-alpha-[(tert-butylamino)methyl]-5-isoxazolemethanol
CAS No. 76596-57-1
项目整合开发状态: Registered-1994
项目研究机构: Zambon (Originator)
合成路线:The condensation of 3-bromo-5-isoxazolylcarbonyl chloride (I) with diethyl malonate (II) gives the corresponding malonyl derivative (III),which is submitted to a decarboxylative hydrolysis yielding 5-acetyl-3-bromoisoxazole (IV).Bromination of (IV) affords 5-(bromoacetyl)-3-bromoisoxazole (V),which is reduced to 2-bromo-1-(3-bromo-5-isoxazolyl)ethanol (VI).Title compound is obtained by reaction of (VI) with tert-butylamine directly or via oxirane (VII),which is obtained by reaction of (VI) with sodium hydride,and finally by reaction of (VII) with tert-butylamine.
📌 参考资料/链接:
参考文献标题:1-(3-Bromo-isoxazol-5-yl)-2-tert-butylaminoethanol
文献作者:Chiarino,D.; Della Bella,D.(Zambon Group SpA)
参考来源:JP 1980108862; US 4276299

📄 详细内容


合成路线:The condensation of 3-bromo-5-isoxazolylcarbonyl chloride (I) with diethyl malonate (II) gives the corresponding malonyl derivative (III),which is submitted to a decarboxylative hydrolysis yielding 5-acetyl-3-bromoisoxazole (IV).Bromination of (IV) affords 5-(bromoacetyl)-3-bromoisoxazole (V),which is reduced to 2-bromo-1-(3-bromo-5-isoxazolyl)ethanol (VI).Title compound is obtained by reaction of (VI) with tert-butylamine directly or via oxirane (VII),which is obtained by reaction of (VI) with sodium hydride,and finally by reaction of (VII) with tert-butylamine.

参考文献标题:Broxaterol
文献作者:Castar,J.; Prous,J.
参考来源:Drugs Fut 1987,12(2),107


合成路线:The condensation of 3-bromo-5-isoxazolylcarbonyl chloride (I) with diethyl malonate (II) gives the corresponding malonyl derivative (III),which is submitted to a decarboxylative hydrolysis yielding 5-acetyl-3-bromoisoxazole (IV).Bromination of (IV) affords 5-(bromoacetyl)-3-bromoisoxazole (V),which is reduced to 2-bromo-1-(3-bromo-5-isoxazolyl)ethanol (VI).Title compound is obtained by reaction of (VI) with tert-butylamine directly or via oxirane (VII),which is obtained by reaction of (VI) with sodium hydride,and finally by reaction of (VII) with tert-butylamine.
参考文献标题:New isoxazole derivatives with a potent and select
文献作者:Fantucci,M.; Sala,R.; Chiarino,D.; Frigeni,V.; Della Bella,D.; Carenzi,A.
参考来源:Farm Sci Ed 1986,41(6),440


产品链接: CAS No. 76596-57-1››