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ChemInform Abstract: Synthesis of an Enantiomerically Pure Serine-Derived Thiazole.

✍ Scribed by J. A. SOWINSKI; P. L. TOOGOOD

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Synthesis of an Enantiomerically Pure Serine-Derived Thiazole.

-The bulky trityl group is shown to be the N-protecting group of choice in the synthesis of serine-derived thiazole amino acids. The trityl-group serves as a protecting group in the key-step, the conversion of thioamide (V) to the thiazole (VI) with Burgess salt and following oxidation, by protecting the Ξ±-center of the amino acid from deprotonation. Finally the desired title compound (VIII) is obtained in enantiomerically pure form. -(SOWINSKI,

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