Nucleophilic addition to the ethynyl group in ethynylestradiol catalyzed by crown ether-copper (1) iodide
| Autor: | Shu-hua Chen, Guang-Rong Luo, Xiu-Zhen Chang, Hua-ming Zhao |
|---|---|
| Rok vydání: | 1991 |
| Předmět: |
Clinical Biochemistry
Iodide chemistry.chemical_element Ethinyl Estradiol Biochemistry Medicinal chemistry Catalysis Endocrinology Molecule Organic chemistry Molecular Biology Crown ether Pharmacology chemistry.chemical_classification Nucleophilic addition Estradiol Molecular Structure Organic Chemistry Iodides Copper chemistry Yield (chemistry) Mass spectrum Ethers |
| Zdroj: | Steroids. 56:533-535 |
| ISSN: | 0039-128X |
| DOI: | 10.1016/0039-128x(91)90120-k |
| Popis: | A new and convenient synthetic route to acetylation of estrogens is described. Benzo-15-crown-5 and cuprous iodide-mixed catalyst catalyzed the nucleophilic addition of 2,4-dibromoethynylestradiol, resulting in the formation of a new compound, 2,4-dibromo-17 alpha-acetylestradiol, of which the structure was characterized by infrared, UV, 1H nuclear magnetic resonance, mass spectra, and elemental analysis. It was found that the yield of this approach is much higher than that obtained in the hydration of usual acetylenic compounds. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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