Observations on the Hantzsch Reaction: Synthesis of N-^tBoc-S-Dolaphenine

Martin W. Bredenkamp Department of Chemistry and Biochemistry, Rand Afrikaans University, P. O. Box 524, Aucklandpark, 2006, Johannesburg, South Africa

Cedric W. Holzapfel Department of Chemistry and Biochemistry, Rand Afrikaans University, P. O. Box 524, Aucklandpark, 2006, Johannesburg, South Africa

Renske M. Snyman Department of Chemistry and Biochemistry, Rand Afrikaans University, P. O. Box 524, Aucklandpark, 2006, Johannesburg, South Africa

Wynand J. van Zyl Department of Chemistry and Biochemistry, Rand Afrikaans University, P. O. Box 524, Aucklandpark, 2006, Johannesburg, South Africa

Abstract

An understanding of the mechanism by which racemization occurs in the Hantzsch reaction preparation of 2-(1-aminoalkyl)thiazoles has enabled the development of a methodology to prevent racemization. N-^tBoc-S-dolaphenine (3) is then synthesized using this methodology.

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Observations on the Hantzsch Reaction: Synthesis of N-^tBoc-S-Dolaphenine

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Observations on the Hantzsch Reaction: Synthesis of N-^tBoc-S-Dolaphenine