N,N'-dimethylguanidine -Drug Synthesis Database

【结构式】

【分子编号】58334

【品名】N,N'-dimethylguanidine

【CA登记号】

【分子式】C₃H₉N₃

【分子量】87.12468

【元素组成】C 41.36% H 10.41% N 48.23%

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)

The condensation of trans-epoxide (I) with indole (II) gives the racemic indolylbutyric acid (III), which is submitted to optical resolution with (+)-alpha-phenylethylamine to yield the (2S,3R)-enantiomer (2S,3R) (III). Finally, this compound is cyclized with N,N'.dimethylguanidine (IV) by means of Et-ONa in refluxing ethanol to afford the target indolmycin.

参考文献中间体

合成目标

【1】 Preobrazhenskaya, M.N.; et al.; Total synthesis of antibiotic indolmycin and its stereoisomers. Tetrahedron 1968, 24, 6131.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(2S,3R)(III)	58333	(2S,3R)-2-hydroxy-3-(1H-indol-3-yl)butanoic acid		C₁₂H₁₃NO₃	详情	详情
(I)	52089	ethyl (2S,3R)-3-methyl-2-oxiranecarboxylate		C₆H₁₀O₃	详情	详情
(II)	15292	Indole; 1H-indole	120-72-9	C₈H₇N	详情	详情
(III)	58332	(rac)-2-hydroxy-3-(1H-indol-3-yl)butanoic acid		C₁₂H₁₃NO₃	详情	详情
(IV)	58334	N,N'-dimethylguanidine		C₃H₉N₃	详情	详情

Extended Information