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Synthesis of enantiomerically pure β,β-diphenylalanine (Dip) and fluorenylglycine (Flg)
Institution:1. College of Chemistry, Key Lab of Environment-Friendly Chemistry and Application in Ministry of Education, Xiangtan University, Xiangtan, 411105, China;2. State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhouv, 510640, China;3. School of Materials Science and Engineering, Jiangsu Collaborative Innovation Center of Photovoltaic Science and Engineering, Changzhou University, Changzhou, 213164, China;1. Institute for Nanoscience and Nanotechnology, Sharif University of Technology, 11365-8639 Tehran, Iran;2. Department of Materials Science and Engineering, Missouri University of Science and Technology, 1400N. Bishop Avenue, Rolla, MO 65409-0340, USA;3. Department of Materials Science and Engineering, Sharif University of Technology, 1458889694 Tehran, Iran;1. Centre for Research and Development, PRIST University, Thanjavur 613 403, Tamilnadu, India;2. Department of Biochemistry, Institute of Science, GITAM University, Visakhapatnam 530 045, Andhra Pradesh, India;3. Department of Chemistry, Arts, Commerce and Science College, Nandgaon 423 196, Maharashtra, India;4. Toxinology/Toxicology and Drug Discovery Unit, Center for Emerging Technologies, Jain Global Campus, Jain University, Ramanagara 562 112, Karnataka, India;5. Department of Pharmaceutical Sciences, College of Pharmacy, Larkin Health Sciences Institute, Miami, FL 33169, USA;6. Department of Animal Biology, School of Life Sciences, University of Hyderabad, Hyderabad 500 046, Telangana, India;7. Department of Biotechnology, Sri Krishnadevaraya University, Anantapuramu 515 003, Andhra Pradesh, India;8. “GALLY” International Biomedical Research Consulting LLC, San Antonio, TX 78229, USA;9. School of Health Sciences and Healthcare Administration, University of Atlanta, E. Johns Crossing, #175, Johns Creek, GA 30097, USA;10. Institute of Physiologically Active Compounds, Russian Academy of Sciences, Chernogolovka 142432, Russia;11. Pharmacology Division, University College of Pharmaceutical Sciences, Andhra University, Visakhapatnam 530003, Andhra Pradesh, India;12. Department of Biochemistry, Sarada Vilas College, Mysore 570004, Karnataka, India;1. Department of Pharmaceutical Chemistry, Semmelweis University, Budapest, Hungary;2. Research Group of Drugs of Abuse and Doping Agents, Hungarian Academy of Sciences, Hungary
Abstract:A new strategy for the preparation of both enantiomers of two phenylalanine analogues, β,β-diphenylalanine and fluorenylglycine, has been developed. The combination of a high yielding racemic synthesis and a very efficient resolution procedure has provided significant amounts of each amino acid in enantiomerically pure form and suitably protected for use in peptide synthesis. This methodology can be easily applied to the preparation of larger quantities of enantiopure compounds.
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