(1R,4S,5R,8S,9R,12R,13R)-1,5,9-trimethyl-14,15,16-trioxa-11-azatetracyclo[10.3.1.0(4,13).0(8,13)]hexadecan-10-one -Drug Synthesis Database

【结构式】

【分子编号】38763

【品名】(1R,4S,5R,8S,9R,12R,13R)-1,5,9-trimethyl-14,15,16-trioxa-11-azatetracyclo[10.3.1.0(4,13).0(8,13)]hexadecan-10-one

【CA登记号】

【分子式】C₁₅H₂₃NO₄

【分子量】281.35196

【元素组成】C 64.04% H 8.24% N 4.98% O 22.75%

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)

11-Azaartemisinin (II) was prepared from artemisinin (I) by reaction with methanolic ammonia, followed by acid treatment. Then, conjugate addition of methyl propiolate (III) to 11-azaartemisinin (II) in the presence of dimethylaminopyridine furnished the title compound.

参考文献中间体

合成目标

【1】 Katz, E.; et al.; Structure and antimalarial activity of adducts of 11-azaartemisinin with conjugated terminal acetylenes. Bioorg Med Chem Lett 1999, 9, 20, 2969.

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)	22369	Qinghaosu; Artemisine; (1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0(4,13).0(8,13)]hexadecan-10-one	63968-64-9	C₁₅H₂₂O₅	详情	详情
(II)	38763	(1R,4S,5R,8S,9R,12R,13R)-1,5,9-trimethyl-14,15,16-trioxa-11-azatetracyclo[10.3.1.0(4,13).0(8,13)]hexadecan-10-one		C₁₅H₂₃NO₄	详情	详情
(III)	19588	methyl propiolate	922-67-8	C₄H₄O₂	详情	详情

Extended Information