2-(8-bromooctyl)-1H-isoindole-1,3(2H)-dione -Drug Synthesis Database

【结构式】

【分子编号】18611

【品名】2-(8-bromooctyl)-1H-isoindole-1,3(2H)-dione

【CA登记号】17702-83-9

【分子式】C₁₆H₂₀BrNO₂

【分子量】338.24434

【元素组成】C 56.82% H 5.96% Br 23.62% N 4.14% O 9.46%

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：(III)

Alkylation of potassium phthalimide (I) with an excess of 1,8-dibromooctane (II) in refluxing acetone afforded N-(8-bromooctyl)phthalimide (III). This was condensed with 6-O-demethylgalanthamine (IV) in the presence of Et3N in boiling acetonitrile to give phthalimidooctyl compound (V). Finally, reaction with N-bromosuccinimide in the presence of azobisisobutyronitrile provided the iminium bromide.

参考文献中间体

合成目标

【1】 Mary, A.; Renko, D.Z.; Guillou, C.; Thal, C.; Potent acetylcholinesterase inhibitors: Design, synthesis, and structure-activity relationships of bis-interacting ligands in the galanthamine series. Bioorg Med Chem 1998, 6, 10, 1835.

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)	10926	(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)potassium		C₈H₄KNO₂	详情	详情
(II)	18610	1,8-dibromooctane	4549-32-0	C₈H₁₆Br₂	详情	详情
(III)	18611	2-(8-bromooctyl)-1H-isoindole-1,3(2H)-dione	17702-83-9	C₁₆H₂₀BrNO₂	详情	详情
(IV)	18612	(6R,8aS)-3-methoxy-5,6,9,10,11,12-hexahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-6-ol		C₁₆H₁₉NO₃	详情	详情
(V)	18613	2-[8-[(6R,8aS)-6-hydroxy-3-methoxy-5,6,9,10-tetrahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-11(12H)-yl]octyl]-1H-isoindole-1,3(2H)-dione		C₃₂H₃₈N₂O₅	详情	详情

Extended Information