Phenyltrisalanine: a new,C3-symmetric,trifunctional amino acid |
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| Institution: | 1. Department of Applied Biosciences, Graduate School of Bioagricultural Sciences, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8601, Japan;2. Graduate School of Advanced Science and Engineering, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima, Hiroshima 739-8526, Japan;3. Office of Research and Academia-Government-Community Collaboration, Hiroshima University, 1-3-2 Kagamiyama, Higashi-Hiroshima, Hiroshima 739-8511, Japan;4. Biotechnology Research Center, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan;5. Graduate School of Science, Osaka University, 1-1 Machikaneyama-cho, Toyonaka, Osaka 560-0043, Japan;6. RIKEN Cluster for Pioneering Research, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan;7. Institute for Glyco-core Research (iGCORE), Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8601, Japan;1. Shanghai Institute of Pharmaceutical Industry, China State Institute of Pharmaceutical Industry, 285 Gebaini Road, Shanghai 201203, China;2. Chia Tai Tianqing Pharmaceutical Group Co., Ltd., 1099 Fuying Road, Nanjing, Jiangsu Province 211122, China;1. Department of Chemistry Education, Graduate Department of Chemical Materials, Institute for Plastic Information and Energy Materials, Pusan National University, Busan 46241, Republic of Korea;2. School of Chemical Engineering, Sungkyunkwan University, Suwon 16419, Gyeonggi, South Korea;1. Universidade Federal do Ceará, Departamento de Engenharia Química, Campus do Pici, Bloco 709, 60455-760 Fortaleza, Ceará, Brazil;2. Universidade Federal do Ceará, Campus do Pici, Bloco 940, Departamento de Química Analítica e Físico-Química, 60455-760 Fortaleza, Ceará, Brazil;3. Universidade Federal do Ceará, Campus do Pici-Bloco 922, Departamento de Física, Fortaleza, Ceará, Brazil;4. Universidade Federal do Sul e Sudeste do Para, Campus Universitário de Marabá, Cep: 68505-080 Marabá, Pará, Brazil;5. Centro de Tecnologias Estrategicas do Nordeste-CETENE, Av. Prof. Luiz Freire, Cidade Universitária, Recife 50740-540, Pernambuco, Brazil;6. Departamento de Química Inorgánica, Facultad de Ciencias, Universidad de Málaga, 29071 Málaga, Spain;1. Ministry of Education Key Laboratory of Cell Activities and Stress Adaptations, School of Life Sciences, Lanzhou University, Lanzhou 730000, China;2. Key Laboratory of Desert and Desertification, Cold and Arid Regions Environmental and Engineering Research Institute, Chinese Academy of Sciences, Lanzhou 730000, China;3. Key Laboratory of Extreme Environmental Microbial Resources and Engineering of Gansu Province, Lanzhou 730000, China;4. Institute of Life Science, College of Medicine, Swansea University, Singleton Park, Swansea SA2 8PP, UK;5. State Key Laboratory of Applied Organic Chemistry, College of Chemistry & Chemical Engineering, Lanzhou University, Lanzhou 730000, China;6. Lanzhou University, Centre of Urban Ecology and Environmental Biotechnology, Lanzhou City University, Lanzhou 730000, China;7. Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730000, China |
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| Abstract: | Two derivatives of phenyltrisalanine, a new, trifunctional amino acid, were synthesised in optically active forms. Two complementary techniques were employed, an HWE olefination reaction or a Heck coupling reaction, and the resulting dehydroamino acids were hydrogenated using a chiral Rh(I)–Et-DuPHOS catalyst. Phenyltrisalanine derivatives of excellent stereoisomeric purities were thus obtained. |
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