Citation: Dong-Feng Zhang, Peng Li, Zi-Yun Lin, Hai-Hong Huang. An improved synthesis of (lS,4S)-2-oxa-5-azabicyclo[2.2.1]heptane[J]. Chinese Chemical Letters, ;2014, 25(3): 479-481. doi: 10.1016/j.cclet.2013.12.006 shu

An improved synthesis of (lS,4S)-2-oxa-5-azabicyclo[2.2.1]heptane

1.
Beijing Key Laboratory of Active Substance Discovery and Druggability Evaluation, Institute of Materia Medica, Peking Union Medical College & Chinese Academy of Medical Sciences, Beijing 100050, China

Corresponding author: Hai-Hong Huang,
Received Date: 4 September 2013
Available Online: 27 November 2013

An improved and efficient method for synthesis of (lS,4S)-2-oxa-5-azabicyclo[2.2.1]heptane (1) from trans-4-hydroxy-L-proline was developed. Using benzyloxycarbonyl (Cbz) as protection group of amine, the reactions were inmild conditions, and the title compound 1 was accomplished in six steps in overall yield of 70%.
- Synthesis,
- trans-4-Hydroxy-L-proline,
- Bridged morpholine
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沈阳化工大学材料科学与工程学院沈阳 110142