Synthesis of 5 alpha-hydroxyecdysteroid analogs containing an isoxazole ring in the side chain
An analog of 5alpha-hydroxyecdysteroids having an isoxazole ring in the side chain was synthesized starting from pregnenolone through intermediate 20-hydroxy-20-(3-isopropyl-4,5-dihydroisoxazol-5-yl) derivative. alpha-Bromination of 6-oxo steroids was accompanied by elimination of the hydroxy group...
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| Published in | Russian journal of organic chemistry Vol. 40; no. 10; pp. 1456 - 1461 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
NEW YORK
Springer Nature
01.10.2004
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| Subjects | |
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| Abstract | An analog of 5alpha-hydroxyecdysteroids having an isoxazole ring in the side chain was synthesized starting from pregnenolone through intermediate 20-hydroxy-20-(3-isopropyl-4,5-dihydroisoxazol-5-yl) derivative. alpha-Bromination of 6-oxo steroids was accompanied by elimination of the hydroxy group from C-20 and migration of the double bond thus formed to the heteroring to afford the corresponding 20-isoxazolyl steroid. |
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| AbstractList | An analog of 5alpha-hydroxyecdysteroids having an isoxazole ring in the side chain was synthesized starting from pregnenolone through intermediate 20-hydroxy-20-(3-isopropyl-4,5-dihydroisoxazol-5-yl) derivative. alpha-Bromination of 6-oxo steroids was accompanied by elimination of the hydroxy group from C-20 and migration of the double bond thus formed to the heteroring to afford the corresponding 20-isoxazolyl steroid. |
| Author | Masalova, EN Drach, SV Litvinovskaya, RP Khripach, VA |
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| DOI | 10.1007/s11178-005-0040-2 |
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| References | LITVINOVSKAYA RP (WOS:000225846300011.6) 1998; 68 LITVINOVSKAYA RP (WOS:000225846300011.8) 1997; 33 LITVINOVSKAYA RP (WOS:000225846300011.5) 1996 LITVINOVSKAYA RP (WOS:000225846300011.7) 1998 AKHREM, AA (WOS:A1989AU84200015) 1989; 25 VERENICH AI (WOS:000225846300011.9) 1992 KHRIPACH, VV (WOS:A1992JG80600024) 1992 KHRIPACH, V (WOS:A1990EL20000032) 1990; 31 AKHREM AA (WOS:000225846300011.1) 1989 |
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| Title | Synthesis of 5 alpha-hydroxyecdysteroid analogs containing an isoxazole ring in the side chain |
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