- Ozonolysis of (cyclohexa-1,4-dienyl)-L-alanine. An approach to the synthesis of new unnatural aminoacids. X-Ray molecular structure of 2-hydroxy-7-methyl-3-phenylpyrazolopyrimidine
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The aromatic ring in L-phenylalanine was transformed into isoxazolyl, N-phenylpyrazolyl, and the bicyclic pyrazolopyrimidinyl groups, by a combination of Birch reduction and ozonolysis, followed by condensation with the relevant binucleophiles.The ozonolysis was carried out on the N-acylated esters of cyclohexa-1,4-dienylalanine.The resulting N-acylated esters of heterocyclic alanine derivatives were obtained without isolation of the ozonolysis products. 4-Phenylpyrazolidine-3,5-dione was used as a 'hydrazine donor' in the construction of pyrazolyl group, as direct condensation with hydrazine was successful.
- Zvilichovsky, Gury,Gurvich, Vadim
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p. 2509 - 2516
(2007/10/02)
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