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【结 构 式】

【分子编号】16410

【品名】7-methyl-7-azabicyclo[2.2.1]heptane

【CA登记号】

【 分 子 式 】C7H13N

【 分 子 量 】111.18696

【元素组成】C 75.62% H 11.78% N 12.6%

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:rac-(XLIII)

11) Hassner and Belostotskii reported a simple synthesis of 7-alkyl-7-azabicyclo[2.2.1]heptanes. The starting aminoalcohols which were easily available from the monoethylene ketal of 1,4-cyclohexanedione (XLI) were treated with triphenylphosphine-carbon tetrachloride, leading to 7-alkyl-7-azabicyclo[2.2.1]heptanes (XLIII) in good yields. Recently, Davis et al. described the microbial hydroxylations of (XLIII) using the fungi Beauveria bassiana, Rhizopus nigricans, Aspergillus ochraceus and Rhizopus arrhizus as the primary organisms. Though the enantioselectivity was not high enough, these results demonstrated the potential of microbiological oxygenations to deliver enantioselective reactions.

1 Hassner, A.; Belostotskii, A.M.; A simple method of preparation of 7-alkyl-7-azabicyclo[2.2.1]heptanes. Tetrahedron Lett 1995, 36, 1709-12.
2 Davis, C.R.; Johnson, R.A.; Cialdella, J.I.; Liggett, W.F.; Mizsak, S.A.; Marshall, V.P.; Microbiological oxygenation of bridgehead azabicycloalkanes. J Org Chem 1997, 62, 7, 2244-51.
3 Bai, D.; Xu, R.; Zhu, X.; Epibatidine. Drugs Fut 1997, 22, 11, 1210.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
rac-(XLII) 16409 (1R,4R)-4-(methylamino)-2-cyclohexen-1-ol C7H13NO 详情 详情
rac-(XLIII) 16410 7-methyl-7-azabicyclo[2.2.1]heptane C7H13N 详情 详情
(XLI) 11377 1,4-Dioxaspiro[4.5]decan-8-one 4746-97-8 C8H12O3 详情 详情
(XLIV) 16411 (1R,2S,4S)-7-methyl-7-azabicyclo[2.2.1]heptan-2-ol C7H13NO 详情 详情
Extended Information