1-azido-1,3,3,5,5-pentamethylcyclohexane; 1,3,3,5,5-pentamethylcyclohexyl azide -Drug Synthesis Database

【结构式】

【分子编号】54963

【品名】1-azido-1,3,3,5,5-pentamethylcyclohexane; 1,3,3,5,5-pentamethylcyclohexyl azide

【CA登记号】

【分子式】C₁₁H₂₁N₃

【分子量】195.30796

【元素组成】C 67.65% H 10.84% N 21.51%

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)

Addition of methylmagnesium iodide to 3,3,5,5-tetramethylcyclohexanone (I) produced the tertiary alcohol (II). Subsequent treatment of alcohol (II) with hydrazoic acid in the presence of TiCl4 gave azide (III). This was then reduced with LiAlH4 to the corresponding amine, which was isolated as the hydrochloride salt.

参考文献中间体

合成目标

【1】 Jirgensons, A.; et al.; Synthesis and structure-affinity relationships of 1,3,5-alkylsubstituted cyclohexylamines binding at NMDA receptor PCP site. Eur J Med Chem 2000, 35, 6, 555.
【2】 Kalvinsh, I.; Gold, M.; Parsons, C.G.R.; Jirgensons, A.; Klauss, V. (Merz Pharmaceuticals GmbH); 1-Amino-alkylcyclohexane NMDA receptor antagonists. JP 2002511873; WO 9901416 .

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)	14433	3,3,5,5-tetramethylcyclohexanone	14376-79-5	C₁₀H₁₈O	详情	详情
(II)	54962	1,3,3,5,5-pentamethylcyclohexanol		C₁₁H₂₂O	详情	详情
(III)	54963	1-azido-1,3,3,5,5-pentamethylcyclohexane; 1,3,3,5,5-pentamethylcyclohexyl azide		C₁₁H₂₁N₃	详情	详情

Extended Information