Citation: Long Jiang Huang, Da Wei Teng. An improved and scalable process for 3,8-diazabicyclo [3.2.1]-octane analogues[J]. Chinese Chemical Letters, ;2011, 22(5): 523-526. doi: 10.1016/j.cclet.2010.11.030 shu

An improved and scalable process for 3,8-diazabicyclo [3.2.1]-octane analogues

College of Chemical Engineering, Qingdao University of Science & Technology, Qingdao 266042, China

Received Date: 23 August 2010

Fund Project: This research was partially supported by the program of research fund for returning scholars of Ministry of Education of China (No.200812053)

An improved and scalable process for substituted 3,8-diazabicyclo [3.2.1]octane was developed.N-Benzyl-2,5-dicarbethoxy-pyrrolidine 2 was reduced to N-benzyl-2,5-dihydroxymethylpyrrolidine 9 and subsequently debenzylated to afford N-Boc-2,5-dihydroxymethylpyrrolidine 10.After mesylation of the diol 10 and cyclization with benzylamine, a diversity of scaffold, 3,8-diazabicyclo [3.2.1]octane analogue 12 was obtained in a total yield of 42% in five steps.
- 3,8-Diazabicyclo[3.2.1]octane,
- Scaffold,
- Process development
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