2-[[[(6aR,10aR)-7-methyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl](methylsulfonyl)amino]ethyl methanesulfonate -Drug Synthesis Database

【结构式】

【分子编号】27350

【品名】2-[[[(6aR,10aR)-7-methyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl](methylsulfonyl)amino]ethyl methanesulfonate

【CA登记号】

【分子式】C₂₀H₂₇N₃O₅S₂

【分子量】453.5836

【元素组成】C 52.96% H 6% N 9.26% O 17.64% S 14.14%

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：(IV)

Elimoclavine (I) obtained by fermentation is first O-mesylated and then the mesyl group in the product (II) displaced by 2-aminoethanol to give the hydroxyethylamino derivative (III). Repeated acylation of (III) with mesyl chloride affords the N,O-dimesylate (IV), which exchanges the O-mesyl group for an azido group on treatment with sodium azide to give the base (VI). Salt formation with maleic acid gives RGH-7825 (1,2).

参考文献中间体

合成目标

【1】 Mago, N.K.E.; et al. (Gedeon Richter Ltd.); Novel ergol-8-ene and ergolin compounds and process for preparing same. DE 3026271; HU 180467 .
【2】 Nogradi, M.; RGH-7825. Drugs Fut 1985, 10, 9, 753.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(B)	10259	Ethanol amine;Ethanolamine;2-Aminoethanol; 2-Amino-1-ethanol；2-Aminoethyl alcohol	141-43-5	C₂H₇NO	详情	详情
(A)	27347	N,N-dicyclohexylamine	101-83-7	C₁₂H₂₃N	详情	详情
(I)	27346	[(6aR,10aR)-7-methyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methanol		C₁₆H₁₈N₂O	详情	详情
(II)	27348	[(6aR,10aR)-7-methyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl methanesulfonate		C₁₇H₂₀N₂O₃S	详情	详情
(III)	27349	2-([[(6aR,10aR)-7-methyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]amino)-1-ethanol		C₁₈H₂₃N₃O	详情	详情
(IV)	27350	2-[[[(6aR,10aR)-7-methyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl](methylsulfonyl)amino]ethyl methanesulfonate		C₂₀H₂₇N₃O₅S₂	详情	详情
(V)	27351	N-[[(6aR,10aR)-7-methyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]-N-(2-azidoethyl)methanesulfonamide		C₁₉H₂₄N₆O₂S	详情	详情
(VI)	23808	Fumaric acid; (E)-2-butenedioic acid	110-17-8	C₄H₄O₄	详情	详情

Extended Information