1-(2-amino-9H-purin-6-yl)-4-aza-1-azoniabicyclo[2.2.2]octane -Drug Synthesis Database

【结构式】

【分子编号】28359

【品名】1-(2-amino-9H-purin-6-yl)-4-aza-1-azoniabicyclo[2.2.2]octane

【CA登记号】

【分子式】C₁₁H₁₆N₇

【分子量】246.29522

【元素组成】C 53.64% H 6.55% N 39.81%

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)

The reaction of 2-amino-6-chloropurine (I) with 1,4-diazabicyclo[2.2.2]octane (II) in DMSO gives 1-(2-aminopurin-6-yl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride (II), which is condensed with cyclohexylmethanol (III) by means of NaH in DMSO.

参考文献中间体

合成目标

【1】 Lembicz, N.K.; et al.; Facilitation of displacements at the 6-position of purines by the use of 1,4-diazabicyclo[2.2.2]octane as leaving group. J Chem Soc - Perkins Trans I 1997, 3, 185.
【2】 Boyle, F.T.; Arris, C.E.; Calvert, A.H.; et al.; Identification of novel purine and pyrimidine cyclin-dependent kinase inhibitors with distinct molecular interactions and tumor cell growth inhibition profiles. J Med Chem 2000, 43, 15, 2797.
【3】 Boyle, F.T.; Curtin, N.J.; Calvert, A.H.; Jewsbury, P.J.; Endicott, J.A.; Noble, M.E.M.; Griffin, R.J.; Golding, B.T.; Newell, D.R. (University of Newcastle upon Tyne); Cyclin dependent kinase inhibiting purine derivs.. EP 1017394; WO 9902162 .

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)	11644	6-Chloro-9H-purin-2-amine; 6-Chloro-9H-purin-2-ylamine; 2-Amino-6-chloropurine	10310-21-1	C₅H₄ClN₅	详情	详情
(II)	28358	1,4-diazabicyclo[2.2.2]octane	280-57-9	C₆H₁₂N₂	详情	详情
(III)	28359	1-(2-amino-9H-purin-6-yl)-4-aza-1-azoniabicyclo[2.2.2]octane		C₁₁H₁₆N₇	详情	详情
(IV)	28360	cyclohexylmethanol	100-49-2	C₇H₁₄O	详情	详情

Extended Information