期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 3, 页码 1330-1340出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja512022r
关键词
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资金
- LEO Pharma
- TEVA
- NIH/NCI [CA134785]
- Bristol-Myers Squibb
- Shanghai Institute of Organic Chemistry
The natural product ouabagenin is a complex cardiotonic steroid with a highly oxygenated skeleton. This full account describes the development of a concise synthesis of ouabagenin, including the evolution of synthetic strategy to access hydroxylation at the C19 position of a steroid skeleton. In addition, approaches to install the requisite butenolide moiety at the C17 position are discussed. Lastly, methodology developed in this synthesis has been applied in the generation of novel analogues of corticosteroid drugs bearing a hydroxyl group at the C19 position.
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