ENANTIOSELECTIVE SYNTHESIS OF THE OPTICAL ISOMERS OF BROAD-SPECTRUM ORALLY-ACTIVE ANTIFUNGAL AZOLES, SCH-42538 AND SCH-45012

Authors
SAKSENA AK GIRIJAVALLABHAN VM LOVEY RG PIKE RE DESAI JA GANGULY AK HARE RS LOEBENBERG D CACCIAPUOTI A PARMEGIANI RM
Citation
Ak. Saksena et al., ENANTIOSELECTIVE SYNTHESIS OF THE OPTICAL ISOMERS OF BROAD-SPECTRUM ORALLY-ACTIVE ANTIFUNGAL AZOLES, SCH-42538 AND SCH-45012, Bioorganic & medicinal chemistry letters, 4(16), 1994, pp. 2023-2028
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
4
Issue
16
Year of publication
1994
Pages
2023 - 2028
Database
ISI
SICI code
0960-894X(1994)4:16<2023:ESOTOI>2.0.ZU;2-D
Abstract
Sharpless-Katsuki asymmetric epoxidation of 1 provided the (R)-(+)- an d (S)-(-) epoxy alcohols 2R and 2S as key intermediates towards all si x stereoisomers of the title compounds. Sch 50001 and Sch 50002 (the ' 'eutomers'' of Sch 45012) are novel antifungals which display greatly improved oral activity over itraconazole and saperconazole.