(S)-6-Isopropyl-5-Phenyl-1,2,3,6-Tetrahydro-2-Pyrazinone: A New Chiral Glycine Equivalent for the Synthesis of (Z)-a,b-Didehydro-a-Amino Acid Derivatives

Tomas Abellan; Carmen Najera; Jose Sansano

doi:10.3390/ecsoc-1-02004

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Nucleophilic Additions of 2-Furyllithium to Carbonyl Derivatives of L-Serine. Formal Synthesis of (2R,3R)-b-Hydroxy Aspartic Acid.

(S)-6-Isopropyl-5-Phenyl-1,2,3,6-Tetrahydro-2-Pyrazinone: A New Chiral Glycine Equivalent for the Synthesis of (Z)-a,b-Didehydro-a-Amino Acid Derivatives

Tomas Abellan

Carmen Najera

^*,

Jose M. Sansano

¹ Departamento de Quimica Organica, Universidad de Alicante. E-03080 Alicante, Spain.

Published: 01 September 1997 by MDPI in The 1st International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-1-02004

Abstract: The preparation of N-Boc-protected (S)-6-isopropyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone from (S)-valine and glycine in seven steps and its reactivity with carbonyl compounds affording stereoselectively (Z)-didehydroamino acids derivatives is reported in this communication.

Keywords: Amino acids-didehydro, phase-transfer catalysis, carbonyl compounds, tetrahydro-2-pyrazinone.

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Tomas Abellan

Carmen Najera

Jose Sansano