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Synthesis of 3α-hydroxy-21-(1′-imidazolyl)-3β-methoxyl-methyl-5α-pregnan-20-one via lithium imidazole with 17α-acetylbromopregnanone
| Content Provider | Semantic Scholar |
|---|---|
| Author | Wong, Fung Fuh Chen, Chun-Yen Chen, Tse-Hsin Huang, Jiann-Jyh Yeh, Mou-Yung |
| Copyright Year | 2006 |
| Abstract | The synthesis of biologically active 3α-hydroxyl-21-(1′-imidazolyl)-3β-methoxymethyl-5α-pregnan-20-one (11) was accomplished in six steps. The key steps were the improvement of stereoselectivity for acetyl isomers in C-17 and the introduction of imidazole into the core structure by use of lithium imidazole. This latter key step provided the desired product 11 in 82% yield without the formation of 1,3-disubstituted imidazolium salt as impurity, which is generally observed in traditional method. |
| Starting Page | 77 |
| Ending Page | 82 |
| Page Count | 6 |
| File Format | PDF HTM / HTML |
| DOI | 10.1016/j.steroids.2005.08.006 |
| Alternate Webpage(s) | https://api.elsevier.com/content/article/pii/S0039128X05001972 |
| Alternate Webpage(s) | https://www.sciencedirect.com/science/article/pii/S0039128X05001972?dgcid=api_sd_search-api-endpoint |
| Alternate Webpage(s) | https://doi.org/10.1016/j.steroids.2005.08.006 |
| Volume Number | 71 |
| Journal | Steroids |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
