Investigation of New Synthesis Methodology forSteroid Derivatives and Bioactivity Evaluation
碩士 === 中國醫藥大學 === 藥物化學研究所碩士班 === 99 === A one-pot ethynylation and catalytic desilylation reaction was developed for the synthesis of α-C17-ethynyl-containing steroid derivatives (e.g. mestranol and levonorgestrel). Addition of trimethylsilylacetylide to the carbonyl group at C-17 of the steroids yi...
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| Format: | Others |
| Language: | en_US |
| Published: |
2011
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| Online Access: | http://ndltd.ncl.edu.tw/handle/32236417910872913141 |
| Summary: | 碩士 === 中國醫藥大學 === 藥物化學研究所碩士班 === 99 === A one-pot ethynylation and catalytic desilylation reaction was developed for the synthesis of α-C17-ethynyl-containing steroid derivatives (e.g. mestranol and levonorgestrel). Addition of trimethylsilylacetylide to the carbonyl group at C-17 of the steroids yielded the C-17α- trimethylsilylacetylenyl adducts, which was desilylated with a catalytic amount of TBAF (0.050 equiv) in one-pot.
On the other hand, our laboratory were successfully developed the new amination methodology to convert C21-bromo-3α-hydroxyl- 3β-methoxymethyl-5α-pregnan-20-one to C21-amino-3α-hydroxyl- 3β-methoxymethyl-5α-pregnan-20-one steroidal derivatives. The C21-amino- 3α-hydroxyl-3β-methoxymethyl-5α-pregnan-20-one can be used as the precursor for synthesis of C21- substituted steroid derivatives.
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