Synfacts 2008(5): 0444-0444  
DOI: 10.1055/s-2008-1072709
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Sch 642305

Contributor(s): Philip Kocienski, Indu Dager
H. Fujioka*, Y. Ohba, K. Nakahara, M. Takatsuji, K. Murai, M. Ito, Y. Kita*
Osaka University, Japan
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Publikationsverlauf

Publikationsdatum:
23. April 2008 (online)

Significance

(+)-Sch 642305 is isolated from Penicillium verrucosum and from the fungus Septfusidum sp. It is a potent inhibitor of HIV-1 Tat transactivation and of bacterial DNA primase (DnaG), which is required for the replication of bacterial chromosomal DNA. This synthesis is based on multiple use of a chiral auxiliary for asymmetric induction, as a protecting group and for regio- and stereoselective transformations.