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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 27, Number 7
BKCSDE 27(7)
July 20, 2006 

Synthesis of Novel Carbovir Analogue
Aihong Kim, Joon Hee Hong*
Antiviral agents, Branched nucleoside, Mitsunobu reaction
The synthesis of 4'-phenyl and 1'-methyl doubly branched carbocyclic nucleoside was accomplished from 2-hydroxy acetophenone. The 4'-phenyl group was installed via a [3,3]-sigmatropic rearrangement reaction, and the carbonyl addition of methylmagnesium bromide was used to introduce the 1'-methyl group. Cyclization of divinyl 9 was performed using 2nd generation Grubbs catalyst. The coupling of cyclopentenol 12α with 6-chloropurine by Mitsunobu reaction and desilylation was used to synthesize the target nucleoside 15.
976 - 980
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