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Updated: Jul 16, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
Synthesis of novel 2'-methyl carbovir analogues as potent antiviral agents
1BK-21 Project Team, College of Pharmacy, Chosun University, Kwangju 501-759, Korea. hongjh@chosun.ac.kr
Abstract:
In this study, the synthesis procedures of 2'-branched carbovir analogues were accomplished. The introduction of a methyl group in the requisite 2'-position was carried out by the addition of a carbonyl using isopropenyl magnesium bromide. The desired compound, cyclopentenol 10(beta), was synthesized via ring-closing metathesis using a second-generation Grubbs' catalyst. The nucleosidic bases (adenine, cytosine, thymine, uracil, 5-fluorouracil and 5-iodouracil) were efficiently coupled using a Pd (0) catalyst. When the synthesized compounds were examined for their activity against several viruses, including HIV-1, HSV-1, HSV-2 and HCMV, the 5-iodouracil analogue, 23, exhibited significant anti-HCMV activity.
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