2-[([[2-(Anilinocarbonyl)phenyl]selanyl]methyl)selanyl]-N-phenylbenzamide -Drug Synthesis Database

【结构式】

【分子编号】10247

【品名】2-[([[2-(Anilinocarbonyl)phenyl]selanyl]methyl)selanyl]-N-phenylbenzamide

【CA登记号】

【分子式】C₂₇H₂₂N₂O₂Se₂

【分子量】564.40396

【元素组成】C 57.46% H 3.93% N 4.96% O 5.67% Se 27.98%

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)

A new synthesis of ebselen has been published: The radical reaction of 2-(benzylseleno)-N-phenylbenzamide (I) with triphenyltin hydride (II) and AIBN in refluxing benzene gives N-phenyl-2-(triphenylstannylseleno)benzamide (III), which is treated with dibenzoyl peroxide (IV) in refluxing benzene to yield the diselenide (V). Finally, the diselenide (V) was treated with di-tert-butyl peroxide (VI) in chlorobenzene at 120 C. This reaction cannot be carried out in refluxing benzene due to the extreme insolubility of (V) in benzene.

参考文献中间体

合成目标

【1】 Fong, M.C.; Schiesser, C.H.; Reactions of 2,2'-diselenobis(N-alkylbenzamides) with peroxides: A free-radical synthesis of ebselen and related analogues. Tetrahedron Lett 1995, 36, 40, 7329.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	10245	2-(Benzylselanyl)-N-phenylbenzamide	C₂₀H₁₇NOSe	详情	详情
(III)	10246	N-Phenyl-2-[(triphenylstannyl)selanyl]benzamide	C₃₁H₂₅NOSeSn	详情	详情
(V)	10247	2-[([[2-(Anilinocarbonyl)phenyl]selanyl]methyl)selanyl]-N-phenylbenzamide	C₂₇H₂₂N₂O₂Se₂	详情	详情

Extended Information