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Synthesis 2006(8): 1289-1294
DOI: 10.1055/s-2006-926415
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
Further Information
Received
4 July 2005
Publication Date:
28 March 2006 (online)
Publication History
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.
Key words
heterocycles - chiral pool - oxidations - peptides - oxazoles
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References
Although the chirality of serine is destroyed in subsequent steps we preferred to use l-serine to avoid diastereomeric problems.