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Novel side reactions accompanying activation and aminolysis of N-benzoyl-2-alkylserines.

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Kamiński Z. J., Woszczyna A., Kolesińska B., Redliński A.

2001

vol. 48

issue 4

1175-1178

2-Phenyl-4-alkyl-4-hydroxymethyl-1,3-oxazolones (2a-d) have been identified as side products accompanying activation of N-benzoyl-2-alkylserines (1a-d). Oxazolones 2a-d in the presence of amine rearrange subsequently to corresponding 4-alkyl-2-phenyl-4,5-dihydro-1,3-oxazole-5 carboxylic acids (4a-d) at a 20-68% yield.

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.

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2 Acta Biochimica Polonica

2 2001

2 Kamiński Z. J.

1 Jastrząbek K.

1 Kolesińska B.

1 Redliński A.

1 Woszczyna A.

1 Zając K. J.

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Novel side reactions accompanying activation and aminolysis of N-benzoyl-2-alkylserines.

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