Synthesis of 3-benzyloxyl-17-maleyloxy-16, 17-secoestra- 1, 3, 5 (10)-triene-16-nitrile - Sinteza 3-benziloksi-17-maleiloksi- 16, 17-sekoestra-1, 3, 5 (10)-trien-16-nitrila
| Autor: | L Sanja Gaborov, Suzana Jovanović-Šanta, A Julijana Petrovic |
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| Rok vydání: | 2002 |
| Předmět: |
synthesis
Maleic acid Nitrile Beckmann fragmentation Chemistry Stereochemistry esterification hemiesters reaction 16 17-seco-estrone derivatives Oxime Medicinal chemistry chemistry.chemical_compound Sodium borohydride Pyridine General Earth and Planetary Sciences lcsh:Science (General) Derivative (chemistry) steroids lcsh:Q1-390 General Environmental Science |
| Zdroj: | Zbornik Matice Srpske za Prirodne Nauke, Vol 2002, Iss 103, Pp 5-9 (2002) |
| ISSN: | 2406-0828 0352-4906 |
| DOI: | 10.2298/zmspn0201005j |
| Popis: | Under the conditions of Beckmann fragmentation reaction 3-benzyloxy-17(-hydroxyestra-1, 3, 5, (10)-triene-16-one oxime (2) gave the D-seco derivative 3. Sodium borohydride reduction of this compound afforded 3-benzyloxy-17-hydroxy-16, 17-secoestra-1, 3, 5 (10)-triene-16-nitrile (4). The esterification of seco-cyanoalcohol 4 was achieved by action of maleic acid anhydride in dry pyridine, yielding 3-benzyloxy-17-maleyloxy-16 17-secoestra-1, 3, 5 (10)-triene-16-nitrile (5). |
| Databáze: | OpenAIRE |
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