Selective O- and N-nitration of steroids fused to the pyrazole ring
Autor: | I. V. Zavarzin, Igor L. Dalinger, Elena I. Chernoburova, A. S. Shashkov, M. A. Shchetinina, A. Kh. Shakhnes |
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Rok vydání: | 2018 |
Předmět: |
chemistry.chemical_classification
Reaction conditions 010405 organic chemistry Carboxylic acid medicine.medical_treatment General Chemistry Pyrazole 010402 general chemistry Ring (chemistry) 01 natural sciences Medicinal chemistry Copper nitrate 0104 chemical sciences Steroid chemistry.chemical_compound chemistry Nitric acid Nitration medicine |
Zdroj: | Russian Chemical Bulletin. 67:1920-1926 |
ISSN: | 1573-9171 1066-5285 |
DOI: | 10.1007/s11172-018-2308-z |
Popis: | Chemoselective methods for O- and N-nitration of steroids fused to the pyrazole ring were developed. The nitrating agents were acetyl, propionyl, and trifluoroacetyl nitrates generated from carboxylic acid anhydrides and either copper nitrate or nitric acid. Depending on the reaction conditions, the developed methods allow both selective nitration at the pyrazole nitrogen atom leaving intact the hydroxy group of steroid framework and dinitration giving rise to the corresponding nitrates of steroidal nitropyrazoles. |
Databáze: | OpenAIRE |
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