(2E,4E)-2,4-hexadienal -Drug Synthesis Database

【结构式】

【分子编号】29433

【品名】(2E,4E)-2,4-hexadienal

【CA登记号】142-83-6

【分子式】C₆H₈O

【分子量】96.12892

【元素组成】C 74.97% H 8.39% O 16.64%

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)

Addition of methyl propiolate (I) to 2,4-hexadienal (II) using lithium hexamethyldisilazide afforded diene (III). Subsequent cycloaddition of (III) to 4-phenyl urazole (IV) in the presence of iodobenzene diacetate produced the corresponding triazolopyridazine as a diastereomeric mixture, from which the required cis isomer was isolated by flash chromatography.

参考文献中间体

合成目标

【1】 McMillan, M.; Cudaback, E.; Misra-Press, A.; et al.; Synthesis and biological studies of a novel inhibitor of NF-kappaB. 217th ACS Natl Meet (March 21 1999, Anaheim) 1999, Abst MEDI 213.
【2】 Eguchi, M.; Qabar, M.N.; Ferguson, M.D.; Babu, S.; Boatman, P.D. Jr.; McMillan, M.K.; Kahn, M.; Ogbu, C.O.; Lum, C.T.; Meara, J.P.; Kim, H.-O.; Urban, J. (Molecumetics Ltd.); Use of beta-sheet mimetics as protease and kinase inhibitors and as inhibitors of transcription factors. US 6117896; WO 9805333 .

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)	19588	methyl propiolate	922-67-8	C₄H₄O₂	详情	详情
(II)	29433	(2E,4E)-2,4-hexadienal	142-83-6	C₆H₈O	详情	详情
(III)	29434	methyl (5E,7E)-4-hydroxy-5,7-nonadien-2-ynoate		C₁₀H₁₂O₃	详情	详情
(IV)	11749	4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione; 4-Phenyl-1,2,4-triazoline-3,5-dione	4233-33-4	C₈H₅N₃O₂	详情	详情

Extended Information