(6aR,9R,10aR)-7-Methyl-9-[[(methylsulfonyl)oxy]methyl]-7-propyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-7-ium -Drug Synthesis Database

【结构式】

【分子编号】10053

【品名】(6aR,9R,10aR)-7-Methyl-9-[[(methylsulfonyl)oxy]methyl]-7-propyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-7-ium

【CA登记号】

【分子式】C₂₀H₂₉N₂O₃S

【分子量】377.52794

【元素组成】C 63.63% H 7.74% N 7.42% O 12.71% S 8.49%

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)

A new synthesis of pergolide has been reported: The alkylation of 8,9-dihydroelymoclavine (I) with propyl iodide and Na2CO3 in N-methylpyrrolidone gives the quaternary compound (II), which is mesylated with MeSO2Cl in pyridine yielding the mesyl ester (III). Finally, (III) is treated with sodium methylmercaptide in N-methylpyrrolidone.

参考文献中间体

合成目标

【1】 Misner, J.W. (Eli Lilly and Company); One-pot process for preparing pergolide. EP 0571202 .
【2】 Misner, J.W.; et al.; Integration of a highly selective demethylation of a qaternized ergoline into a one-pot synthesis of pergolide. Org Process Res Dev 1997, 1, 1, 77.

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)	10051	[(6aR,9R,10aR)-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-9-yl]methanol; 9,10-Dyhydrosergol	18051-16-6	C₁₆H₂₀N₂O	详情	详情
(II)	10052	(6aR,9R,10aR)-9-(Hydroxymethyl)-7-methyl-7-propyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-7-ium		C₁₉H₂₇N₂O	详情	详情
(III)	10053	(6aR,9R,10aR)-7-Methyl-9-[[(methylsulfonyl)oxy]methyl]-7-propyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-7-ium		C₂₀H₂₉N₂O₃S	详情	详情

Extended Information