Efficient Synthesis of Novel 4'-Trifluoromethyl-5'-norcarbocyclic Purine Phosphonic Acid Analogs by Using the Ruppert-Prakash Reaction 


Vol. 35,  No. 9, pp. 2743-2748, Sep.  2014
10.5012/bkcs.2014.35.9.2743


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  Abstract

Novel 4'-trifluoromethyl-5'-norcarbocyclic purine phosphonic acid analogs were efficiently synthesized from commercially available 1,3-dihydroxy cyclopentane (5). Trifluoromethylation was successfully performed by using the Ruppert-Prakash reaction. The purine nucleosidic bases were efficiently coupled by using the Mitsunobu reaction. The synthesized adenosine phosphonic acids analogs 13 and 16 were screened for antiviral activity against human immunodeficiency virus-1 (HIV-1). Adenine derivative 13 exhibited significant anti- HIV-1 activity.

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  Cite this article

[IEEE Style]

S. Kim, E. Kim, J. C. Yoo, J. H. Hong, "Efficient Synthesis of Novel 4'-Trifluoromethyl-5'-norcarbocyclic Purine Phosphonic Acid Analogs by Using the Ruppert-Prakash Reaction," Bulletin of the Korean Chemical Society, vol. 35, no. 9, pp. 2743-2748, 2014. DOI: 10.5012/bkcs.2014.35.9.2743.

[ACM Style]

Seyeon Kim, Eunae Kim, Jin Cheol Yoo, and Joon Hee Hong. 2014. Efficient Synthesis of Novel 4'-Trifluoromethyl-5'-norcarbocyclic Purine Phosphonic Acid Analogs by Using the Ruppert-Prakash Reaction. Bulletin of the Korean Chemical Society, 35, 9, (2014), 2743-2748. DOI: 10.5012/bkcs.2014.35.9.2743.

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ISSN(Print) 0253-2964
ISSN(Online) 1229-5949