Bulletin of the Korean Chemical Society

  • 제28권10호
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  • Pages.1645-1650
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  • 2007
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Stereoselective Synthesis of a Novel Cyclohexene Version of Carbovir

  • Li, Hua (BK-21 Team, College of Pharmacy, Chosun University) ;
  • Hong, Joon-Hee (BK-21 Team, College of Pharmacy, Chosun University)
  • 발행 : 2007.10.20
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초록

This paper describes a racemic and stereoselective synthetic route for a novel cyclohexenyl carbocyclic adenine analogue. The required stereochemistry of the target compound was controlled using a stereoselective glycolate Claisen rearrangement followed by α-chelated carbonyl addition. The introduction of 6-chloropurine was achieved using Mitsunobu conditions, and further modifications of the corresponding heterocycle gave the target cyclohexenyl nucleoside.

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참고문헌

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피인용 문헌

  1. ChemInform Abstract: Stereoselective Synthesis of a Novel Cyclohexene Version of Carbovir. vol.39, pp.10, 2008, https://doi.org/10.1002/chin.200810216
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  3. Design and Synthesis of 5"-Iodoneplanocin A and Its Analogues as Potential S-Adenosylhomocysteine Hydrolase Inhibitor vol.29, pp.12, 2007, https://doi.org/10.5012/bkcs.2008.29.12.2487
  4. Synthetic Studies on Tedanolide: Stereoselective Synthesis of the C1-C7 Fragment vol.29, pp.8, 2007, https://doi.org/10.5012/bkcs.2008.29.8.1447
  5. Synthesis and Anti-HIV-1 Activity of Carbocyclic Versions of Stavudine Analogues Using a Ring-closing Metathesis vol.29, pp.9, 2007, https://doi.org/10.5012/bkcs.2008.29.9.1723