ICCAS OpenIR
Synthesis of new calix[4]arenes containing nucleoside bases
Zeng, CC; Zheng, QY; Tang, YL; Huang, ZT
2003-03-31
Source PublicationTETRAHEDRON
ISSN0040-4020
Volume59Issue:14Pages:2539-2548
AbstractA family of novel calix[4]arene derivatives containing nucleoside bases were designed and synthesized. Coupling reaction between para mono- or bis-amino calix[4]arenes 5,6 or 7 and thymin-1-ylacetic acid in the presence of DCC afforded mono- or bis-thymine-substituted calix[4]arenes 8, 9 or 10 in over 70% yield. Owing to the low solubility of adenine-N-9-ylacetic acid in DMF and DMSO and the weak nucleophilicity of aminocalix[4]arene derivatives, alternatively, the substitution reaction of bromoacetylated ammocalix[4]arenes derivatives 11, 12, 13 with adenine in the presence of sodium hydride was carried out to synthesize mono- or bis-adenine-substituted calix[4]arenes. Two kinds of isomers 15 and 16 or 17 and 18 were obtained due to the non-regiospecific alkylation of adenine, and their structures have been confirmed by C-13 NMR and H-1 NMR spectra. (C) 2003 Elsevier Science Ltd. All rights reserved.
KeywordCalixarene Nucleoside Bases Supramolecular Chemistry Synthesis
DOI10.1016/S0040-4020(03)00251-5
Indexed BySCI ; IC
Language英语
WOS IDWOS:000181960800017
PublisherPERGAMON-ELSEVIER SCIENCE LTD
Citation statistics
Cited Times:29[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/79970
Collection中国科学院化学研究所
Corresponding AuthorHuang, ZT
AffiliationChinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
Recommended Citation
GB/T 7714
Zeng, CC,Zheng, QY,Tang, YL,et al. Synthesis of new calix[4]arenes containing nucleoside bases[J]. TETRAHEDRON,2003,59(14):2539-2548.
APA Zeng, CC,Zheng, QY,Tang, YL,&Huang, ZT.(2003).Synthesis of new calix[4]arenes containing nucleoside bases.TETRAHEDRON,59(14),2539-2548.
MLA Zeng, CC,et al."Synthesis of new calix[4]arenes containing nucleoside bases".TETRAHEDRON 59.14(2003):2539-2548.
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