Cultural advice

The Australian National University acknowledges, celebrates and pays our respects to the Ngunnawal and Ngambri people of the Canberra region and to all First Nations Australians on whose traditional lands we meet and work, and whose cultures are among the oldest continuing cultures in human history.

Aboriginal and Torres Strait Islander peoples are advised that ANU Library collections may include images, names, voices, and other representations of deceased persons.

Material in the collection may contain terms, language or views that reflect the period in which the item was created and may be considered inappropriate today.

Syntheses of Showdomycin and its Anomer Using N -(Triisopropylsilyl)pyrrole as a Synthetic Equivalent for the Maleimide C3-Anion

Thumbnail Image

Date

2003

Authors

Hungerford, Natasha
Armitt, David
Banwell, Martin

Journal Title

Journal ISSN

Volume Title

Publisher

Georg Thieme Verlag

Abstract

Showdomycin (1) and its anomer (2) have been prepared in four steps from readily available trichloroacetimidate 9. The key step involves reaction of the last compound with the title pyrrole 3 so as to form a chromatographically separable mixture of the pyrrole C-glycosides 10 and 11. These pyrroles are desilylated then oxidized to the corresponding maleimides using PCC.

Description

Keywords

Keywords: Anomers; Chromatographic analysis; Mixtures; Nitrogen compounds; Synthesis (chemical); anion; maleimide; n (triisopropylsilyl)pyrrole; pyrrole derivative; showdomycin; unclassified drug; article; chemical reaction; drug structure; drug synthesis; isomer; C-glycosides; Maleimides; Nucleosides; Oxidation; Pyrroles; Trichloroacetimidates

Citation

URI

http://hdl.handle.net/1885/85817

Collections

ANU Research Publications

Source

Synthesis

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

Restricted until

DSpace software copyright © 2002-2026 LYRASIS

abcd