Synthesis 2006(8): 1289-1294  
DOI: 10.1055/s-2006-926415
PAPER
© Georg Thieme Verlag Stuttgart · New York

Efficient Construction of a Doubly Functionalized Trisoxazole Derivative Relevant­ to the Synthesis of the Novel Telomerase Inhibitor Telomestatin and its Analogues

Shital K. Chattopadhyay*, Suman Biswas, Benoy K. Pal
Department of Chemistry, University of Kalyani, Kalyani-741235, India
Fax: +91(33)25828282; e-Mail: skchatto@yahoo.com;
Further Information

Publication History

Received 4 July 2005
Publication Date:
28 March 2006 (online)

Abstract

An efficient construction of a suitably functionalized trisoxazole derivative related to telomestatin was developed from l-serine, which involved three sequential oxazoline cyclization-oxidation steps in an overall yield of 11% in a linear sequence of twelve steps.

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Although the chirality of serine is destroyed in subsequent steps we preferred to use l-serine to avoid diastereomeric problems.