An improved synthesis of pyridine-thiazole cores of thiopeptide antibiotics

Virender S Aulakh; Marco A Ciufolini

doi:10.1021/jo900950x

An improved synthesis of pyridine-thiazole cores of thiopeptide antibiotics

J Org Chem. 2009 Aug 7;74(15):5750-3. doi: 10.1021/jo900950x.

Authors

Virender S Aulakh¹, Marco A Ciufolini

Affiliation

¹ Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.

PMID: 19572592
DOI: 10.1021/jo900950x

Abstract

The oxidation of 2-methylthiazoles to 2-formylthiazoles simplifies the implementation of the Bagley variant of the Bohlmann-Rahtz reaction as a key step in a concise new route to pyridine cores of thiopeptide antibiotics.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / chemistry
Molecular Structure
Oxidation-Reduction
Peptides / chemical synthesis*
Peptides / chemistry
Pyridines / chemistry*
Stereoisomerism
Thiazoles / chemistry*

Substances

Anti-Bacterial Agents
Peptides
Pyridines
Thiazoles
pyridine