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Synthesis and application of chiral triazine condensing reagents prepared from esters of amino acids.

100%

Kamiński Z. J., Zając K. J., Jastrząbek K.

2001

vol. 48

issue 4

1143-1146

Treatment of cyanuric chloride with chiral amines or esters of chiral amino acids gave chiral 2,4-dichloro-6-alkylamino-1,3,5-triazines (2-5) in 49-69% yield, which were found useful as coupling reagents. Enantioselective activation and enantioselective aminolysis in the presence of 2-5 was observed.

1,3-OXAZOLIDIN-5-ONES DERIVED FROM PROLINE AS CHIRAL COMPONENTS IN THE SYNTHESIS OF PREDICTIVE ENANTIOSELECTIVE COUPLING REAGENTS

88%

Kasperowicz-Frankowska K., Kolesińska B., Gzik A., Jastrząbek K., Kaminski Z. J.

Acta Poloniae Pharmaceutica - Drug Research

2018

vol. 75

issue 4

921-927

1,3-Oxazolidin-5-ones derived from both enantiomers of proline and trichloroacetaldehyde were prepared and applied as amine component in the synthesis of chiral predictive triazine based coupling reagents. The usefulness of these reagents in the condensations yielding enantiomerically enriched products from racemic substrates was presented.

Phosphorus (V) porphyrin diaxially substituted with Leu-enkephalin

88%

Gajewski M., Czuchajowski L.

Open Chemistry

2004

vol. 2

issue 3

446-455

Synthesis of the first phosphorus (V) porphyrin-peptide conjugate was successfully accomplished. A biologically active peptide, leucine enkephalin, was constructed on the phosphorus atom of the 5,10,15,20-meso-tetraphenylporphinato dichlorophosphorus (V) chloride. The method involved solution phase peptide synthesis. The first C-terminal amino acid in the sequence of the peptide was axially attached to the porphyrin through a linker, 3-aminopropanol, and the remainder of leucine enkephalin was synthesized by subsequent additions of amino acids. Leucine enkephalin-P(V) porphyrin conjugate represents a new group of compounds, and its synthesis broadens potential applications of P(V) porphyrine, e.g. in photodynamic therapy.

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1 Acta Biochimica Polonica

1 Acta Poloniae Pharmaceutica - Drug Research

1 Open Chemistry

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2 Jastrząbek K.

1 Czuchajowski L.

1 Gajewski M.

1 Gzik A.

1 Kaminski Z. J.

1 Kamiński Z. J.

1 Kasperowicz-Frankowska K.

1 Kolesińska B.

1 Zając K. J.

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Synthesis and application of chiral triazine condensing reagents prepared from esters of amino acids.

1,3-OXAZOLIDIN-5-ONES DERIVED FROM PROLINE AS CHIRAL COMPONENTS IN THE SYNTHESIS OF PREDICTIVE ENANTIOSELECTIVE COUPLING REAGENTS

Phosphorus (V) porphyrin diaxially substituted with Leu-enkephalin