ethyl 2-[[3,5-di(tert-butyl)-4-hydroxybenzothioyl]sulfanyl]acetate -Drug Synthesis Database

【结构式】

【分子编号】25926

【品名】ethyl 2-[[3,5-di(tert-butyl)-4-hydroxybenzothioyl]sulfanyl]acetate

【CA登记号】

【分子式】C₁₉H₂₈O₃S₂

【分子量】368.56152

【元素组成】C 61.92% H 7.66% O 13.02% S 17.4%

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：(II)

The reaction of 2,6-di(tert-butyl)phenol (I) with CS2 and ethyl chloroacetate gives the dithiobenzoate (II), which is treated with hydrazine in ethanol yielding the thiobenzoyl hydrazide (III). The cyclization of (III) with CS2 in refluxing ethanol affords the thiadiazolethione (IV), which is finally condensed with ethyl iodide and NaOH in THF.

参考文献中间体

合成目标

【1】 Sercel, A.D.; Connor, D.T.; Song, Y.; et al.; Synthesis, structure-activity relationships, and in vivo evaluations of substituted di-tert-butylphenols as a novel class of potent, selective, and orally active cyclooxygenase-2 inhibitors. 2. 1,3,4- and 1,2,4-thiadiazole series. J Med Chem 1999, 42, 7, 1161.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	10925	Iodoethane;ethyl iod	75-03-6	C₂H₅I	详情	详情
	16601	ethyl chloroacetate; ethyl 2-chloroacetate	105-39-5	C₄H₇ClO₂	详情	详情
(I)	25925	2,6-di(tert-butyl)phenol	128-39-2	C₁₄H₂₂O	详情	详情
(II)	25926	ethyl 2-[[3,5-di(tert-butyl)-4-hydroxybenzothioyl]sulfanyl]acetate		C₁₉H₂₈O₃S₂	详情	详情
(III)	25927	3,5-di(tert-butyl)-4-hydroxybenzenecarbothiohydrazide		C₁₅H₂₄N₂OS	详情	详情
(IV)	25928	5-[3,5-di(tert-butyl)-4-hydroxyphenyl]-1,3,4-thiadiazole-2(3H)-thione		C₁₆H₂₂N₂OS₂	详情	详情

Extended Information