BI-L-0093BS, BI-L-93 BS, -Drug Synthesis Database

【结构式】

【药物名称】BI-L-0093BS, BI-L-93 BS

【化学名称】(E)-2,6-Di-tert-butyl-4-[2-(3-pyridinyl)ethenyl]phenol
　　　　　　(E)-3-[2-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)ethenyl]pyridine

【CA登记号】116376-62-6

【分子式】C₂₁H₂₇NO

【分子量】309.45544

【开发单位】Boehringer Ingelheim (Originator)

【药理作用】Cyclooxygenase Inhibitors, Lipoxygenase Inhibitors, Non-Steroidal Antiinflammatory Drugs

合成路线1

The reaction of 2,6-di-tert-butyllphenol (I) with hexamethylenetetramine (HMT) and sulfuric acid in ethyleneglycol at 130 C gives 4-hydroxy-3,5-di-tert-butylbenzaldehyde (II), which is finally condensed with 2-(3-pyridyl)acetic acid (III) by means of piperidine in dichloromethane at 130 C.

参考文献中间体

【1】 Lazer, E.S.; Farina, P.R.; Gundel, R.H.; Wegner, C.D.; 2,6-Disubstituted-4-(2-arylethenyl)phenol 5-lipoxygenase inhibitors: Development and profile of BI-L-239. Drugs Fut 1991, 16, 7, 641.

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)	25925	2,6-di(tert-butyl)phenol	128-39-2	C₁₄H₂₂O	详情	详情
(II)	14875	3,5-Bis(1,1-dimethylethyl)-4-hydroxybenzaldehyde; 3,5-di(tert-butyl)-4-hydroxybenzaldehyde; 3,5-Di-tert-butyl-4-hydroxybenzaldehyde	1620-98-0	C₁₅H₂₂O₂	详情	详情
(III)	16168	2-(3-pyridinyl)acetic acid; 3-Pyridylacetic acid	501-81-5	C₇H₇NO₂	详情	详情

Extended Information