期刊文献+

N-(末端三甲基硅苄基甘氨酸肽链)邻苯二甲酰亚胺的光诱导单电子转移成环反应 被引量:6

Photoinduced Single Electron Transfer Cyclization Reactions of N-(Amidosilane terminated polybenzylglycine peptide chain)phthalimide
原文传递
导出
摘要 以苄基甘氨酸为起始原料合成N-(末端三甲基硅苄基甘氨酸肽链)邻苯二甲酰亚胺(1).1在甲醇溶剂中光照发生单电子转移反应,生成分子内双自由基10,自由基偶合生成环聚甘氨酸肽化合物2.此反应产率好,区域选择性高.所有新化合物结构均经NMR和质谱验证. Benzylglycine was used as starting material for the synthesis of N-(amidosilane teminated polybenzylglycine peptide chain)phthalimide(1).Irradiating methanol solution containing 1 is observed to promote formation of biradical 10.Then the biradical 10 copulates to give cyclopolyglypeptides 2 in high yield and high selectivity.The structures of all the new compounds were characterized by MS and NMR techniques.
出处 《有机化学》 SCIE CAS CSCD 北大核心 2010年第6期860-864,共5页 Chinese Journal of Organic Chemistry
基金 国家自然科学基金(No.20972036) 黑龙江省教育厅海外学人科研基金(No.1152hq23) 国家人事部留学人员科技活动择优(No.[2007]275)资助项目
关键词 光诱导 单电子转移 环肽化合物 合成 photoinduced single electro transfer cyclic peptide compound synthesis
  • 相关文献

参考文献3

二级参考文献108

  • 1Y.H.Zhou 1) ,Y.Y.Feng 2) and H.Y.Lu 2) 1)Department of Physics Nanjing Normal University, Nanjing 210097,China 2)Physics and Ch寁O P T I C A L P R O P E R T I E S O F Ge O2 A N D Ge N A N O C R Y S T A L S Y. H. Zhou1) , Y. Y. Feng2).OPTICAL PROPERTIES OF GeO_2 AND Ge NANOCRYSTALS[J].Acta Metallurgica Sinica(English Letters),1999,12(5):1164-1165. 被引量:23
  • 2杨潇骁,邱传亮,王德心.赖氨酸衍生氮杂大环化合物的固相合成[J].有机化学,2005,25(6):712-715. 被引量:2
  • 3Tam J P, Lu Y-A, Liu C F, Shao J. Proc. Natl. Acad. Sci. U. S. A., 1995, 92: 12485.
  • 4Dawson P E, Muir T W, Clark-Lewis I, Kent S B H. Science, 1994, 266: 776.
  • 5Liu C F, Rao C, Tam J P. Tetrahedron Lett., 1996, 37: 933.
  • 6Tam J P, Yu Q T, Miao Z W. Biopolymers, 1999, 51(5): 311.
  • 7Hurby V J, Wilke S, Al-Obeidi F, et al. Reactive Polymers, 1994, 22(3): 231.
  • 8Amblard M, Rodriguez M, Lignon M F, et al. Peptides, 1995, 23: 361.
  • 9Donowaki K, Ishida H, Inoue Y, et al. Peptide Science-Present and Future. UK: Kluwer Academic Publishers, 1999. 59-60.
  • 10Ishida H, Donowaki K, Inoue Y, Qi Z, Sokabe M. Chem. Lett., 1997, 953.

共引文献21

同被引文献25

  • 1窦辉,廖循,陈昌祥,彭树林,周燕,丁立生.四齿四棱草根部环肽化合物的分离及鉴定[J].高等学校化学学报,2004,25(10):1849-1852. 被引量:11
  • 2KANAOKA Y. Photoreactions of cyclic imides, examples of synthetic organic photochemistry[ J]. Acc. Chem. Res. , 1978,11(11) :407-413.
  • 3YOON U C, MARIANO P S. The synthesis potential of phthalimide SET photochemistry [ J ]. Acc. Chem. Res., 2001,34(7) :523-533.
  • 4CHO D W, CHOI J H, OH S W, et al. Single electron transfer promoted photocyclization reaction of linked ac- ceptor-polydonor systems :effects of chain length and type on the efficiencies of macrocyclic ring-forming photoreac-tions of tethered a-silyl ether phthalimide substrates[J].J.Am.Chem.Soc.,2008,130(7):2276-2284.
  • 5SUNG N K, CHO D W, CHOI J H, et al. A facile ap- proach to the preparation of bis-crown ethers based on SET-promoted photomacrocyclization reactions [ J ]. J. Org. Chem. ,2007,72(23) :8 831-8 837.
  • 6YOON U C,JIN Ying-xue,SUN 0 S W,et al. A synthetic strategy for the preparation of cyclic peptide mimetics based on SET-promoted photocyclization processes [ J ]. J. Am. Chem. Soc. 2003,125(35) :10 664-10 671.
  • 7KANOKA Y, KOYAMA K, FLIPPIN J L, et al. Photocy- elization of N-alieyelie phthalimides, synthesis of multicy- clic benzazepine systems [ J ]. J. Am. Chem. Soc., 1974, 96(25) :4 719-4 721.
  • 8KANOKA Y. Photoreactions of cyclic imides, examples of synthetic organic photochemistry [ J ]. Acc. Chem. Res. , 1978,11(11) :407-413.
  • 9GRIESBECK A G, HENZ A, PETERS K, et al. Photo- electron transfer induced macrocyclization of N-phthaloyl- omega-aminocarboxylic acides [ J ]. Angew. Cheme. Int. Ed. Engl. , 1995,34(2) :474-476.
  • 10YOON U C, MARIANO P S. Mechanistic and synthetic aspects of amine-enone single electron transfer photo- chemidtry [ J ]. Acc. Chem. Res. , 1992,25 ( 1 ) : 233-240.

引证文献6

二级引证文献1

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部