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A novel double deprotection-peptide cyclisation procedure and its application to the synthesis of analogues of the cyclic tetrapeptide HC-toxin.
Institution:1. Department of Chemistry, School of Sciences, Gujarat University, Navrangpura, Ahmedabad 380009, India;2. School of Chemical Sciences, Central University of Gujarat, Sector-30, Gandhinagar 382030, India;3. Centre for Applied Chemistry, Central University of Gujarat, Sector-30, Gandhinagar 382030, India;1. Department of Chemistry, Changzhi University, Changzhi 046011, PR China;2. Institute of Molecular Science, Chemical Biology and Molecular Engineering, Laboratory of Education Ministry, Shanxi University, Taiyuan 030006, PR China;3. School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan, 030006, PR China;1. School of Pharmaceutical Sciences, Shenzhen University Health Science Center, Shenzhen 518060, People’s Republic of China;2. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People’s Republic of China;1. Bio & Drug Discovery Division, Korea Research Institute of Chemical Technology, Yuseong-gu, Daejeon 34114, Republic of Korea;2. Department of Medicinal Chemistry and Pharmacology, University of Science and Technology, Yuseong-gu, Daejeon 34113, Republic of Korea;3. Department of Chemistry, Mokpo National University, Muan-gun, Jeonnam 58554, Republic of Korea
Abstract:A hydroxide-mediated Fmoc/methyl ester double deprotection procedure followed by an improved bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl) cyclisation reaction are reported. This novel methodology was applied to the synthesis of three new HC-toxin analogues.
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