2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione -Drug Synthesis Database

【结构式】

【分子编号】18616

【品名】2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione

【CA登记号】24566-80-1

【分子式】C₁₈H₂₄BrNO₂

【分子量】366.2981

【元素组成】C 59.02% H 6.6% Br 21.81% N 3.82% O 8.74%

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 1,10-dibromodecane (II) in refluxing acetone afforded N-(10-bromodecyl)phthalimide (III). This was condensed with 6-O-demethylgalanthamine (IV) in the presence of Et3N in boiling acetonitrile to give phthalimidodecyl 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)	10929	3-Ethyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-one		C₁₀H₁₈N₂O	详情	详情
(II)	18615	1,10-dibromodecane	4101-68-2	C₁₀H₂₀Br₂	详情	详情
(III)	18616	2-(10-bromodecyl)-1H-isoindole-1,3(2H)-dione	24566-80-1	C₁₈H₂₄BrNO₂	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)	18618	2-[10-[(6R,8aS)-6-hydroxy-3-methoxy-5,6,9,10-tetrahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-11(12H)-yl]decyl]-1H-isoindole-1,3(2H)-dione		C₃₄H₄₂N₂O₅	详情	详情

Extended Information