Asymmetric synthesis of an amine-azaspiro as the key intermediate of sitafloxacin

LAI Zengwei; XU Li; SONG Zhuang; LEI Xiantao; XU Qinglong; SUN Hongbin

doi:10.11665/j.issn.1000-5048.20140403

Journal of China Pharmaceutical University > 2014 > 45(4): 400-404. > DOI: 10.11665/j.issn.1000-5048.20140403

LAI Zengwei, XU Li, SONG Zhuang, LEI Xiantao, XU Qinglong, SUN Hongbin. Asymmetric synthesis of an amine-azaspiro as the key intermediate of sitafloxacin[J]. Journal of China Pharmaceutical University, 2014, 45(4): 400-404. DOI: 10.11665/j.issn.1000-5048.20140403

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Asymmetric synthesis of an amine-azaspiro as the key intermediate of sitafloxacin

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Abstract

As an important intermediate of quinolone antibacterial agents such as sitafloxacin and olamufloxacin, 7-(S)-tert-butoxycarbonylamino-5-azaspiro［2. 4］heptane has received much attention. Previous syntheses suffered from low yielding and poor stereoselectivity. In this study, an asymmetric synthetic approach was developed to optically pure amine-azaspiro compound with convenient manipulation, excellent yields and high stereoselectivity.
- sitafloxacin,
- amine-azaspiro,
- asymmetric synthesis,
- stereoselectivity

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