Bioorganic and Medicinal Chemistry Letters p. 127 - 132 (1997)
Update date:2022-07-29
Topics:
Bisacchi
Chao
Bachard
Daris
Innaimo
Jacobs
Kocy
Lapointe
Martel
Merchant
Slusarchyk
Sundeen
Young
Colonno
Zahler
BMS-200475, a never carbocyclic analog of 2'-deoxyguanosine, is a potent inhibitor of hepatitis B virus in vitro (ED50 = 3 nM) with relatively low cytotoxicity (CC50 = 21-120 μM). A practical 10-step asymmetric synthesis was developed affording BMS-200475 in 18% overall chemical yield and > 99% optical purity. The enantiomer of BMS-200475 as well as the adenine, thymine, and iodouracil analogs are much less active.
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