(7a,17b)-7-(9-Bromononyl)estra-1,3,5(10)-triene-3,17-diol synthesis
- Product Name:(7a,17b)-7-(9-Bromononyl)estra-1,3,5(10)-triene-3,17-diol
- CAS Number:875573-67-4
- Molecular formula:C27H41BrO2
- Molecular Weight:477.53
875573-66-3
875573-67-4
Synthesis of (7R,8R,9S,13S,14S,17S)-7-(9-bromononyl)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a ]phenanthrene-3,17-diol was performed in the following general steps: the compound of Formula II (5.0 g) prepared in Example 1 was added to a reaction flask with methanol (50 mL) and heated until dissolved. Subsequently, aqueous hydrobromic acid (5 mL of 40 mL) was slowly added and the reaction was carried out at 60 °C for 2 hours. After completion of the reaction, it was cooled to room temperature and the solid product was collected by filtration. The resulting solid was dried in a vacuum oven at 40 °C for 8 h to afford the compound of formula III (4.3 g), which was tested to be 97.7% pure.
875573-66-3
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Yield:-
Reaction Conditions:
with methanol;water;hydrogen bromide at 60; for 0.8 h;
Steps:
10
Example 10; Preparation of Cp 9354 from Cp 9342 (Depicted in FIG. 7); To 61.7 grams of Cp 9342 in 494 grams of methanol was added 123.4 grams of hydrobromic acid 48% and the mixture was heated at 60° C. for 0.8 hours. The mixture was slowly cooled to 5° C. and seeded with a crystal of Cp 9354. After 1 hour the suspension was filtered and the crystals rinsed with a cold mixture of 100 grams methanol and 30 grams of water. After drying under vacuum at 60° C. to constant weight, 46 grams of Cp 9354 were obtained.
References:
US2006/30552,2006,A1 Location in patent:Page/Page column 25
55362-80-6
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875573-63-0
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875573-67-4
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