An efficient and stereospecific synthesis of (2S,4S)-2,4-diaminoglutaric acid |
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| Affiliation: | 1. Department of Chemistry, University of Gujrat, Gujrat, 50700, Pakistan;2. State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, Jilin, 130022, China;3. Department of Biochemistry, Government College University, Faisalabad, 38000, Pakistan;4. Department of Food Science & Technology, BOKU - University of Natural Resources and Life Sciences, Muthgasse 18, 1190, Vienna, Austria;5. University of Science and Technology of China, Anhui, 230026, China;6. Department of Biochemistry and Structural Biology, Lund University, Lund, Sweden;1. StateKey Laboratory of Environmental-friendly Energy Materials, School of Material Science and Engineering, Southwest University of Science and Technology, Mianyang, Sichuan, China;2. Sichuan College of Traditional Chinese Medicine, Mianyang, Sichuan, China;3. Sichuan Civil-military Integration Institute, Mianyang, Sichuan, China;4. National Engineering Research Center for Biomaterials, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, China |
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| Abstract: | An efficient and stereospecific synthesis of (2S,4S)-2,4-diaminoglutaric acid 1 starting from trans-4-hydroxy-l-proline 2 is presented. The key step involves the combined application of ruthenium tetroxide (RuO4) oxidation of 4-(tert-butoxycarbonylamino)proline derivatives 7 and 8 followed by regioselective ring opening of the resulting lactams 9 and 10 with 1 M LiOH. |
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