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ChemicalBook CAS DataBase List Estra-1,3,5(10)-triene-3,17-diol,7-[9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl]-,17-acetate,(7a,17b)-

Estra-1,3,5(10)-triene-3,17-diol,7-[9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl]-,17-acetate,(7a,17b)- synthesis

6synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 7 steps
1.1: toluene-4-sulfonic acid / 1 h / Reflux
2.1: N-Bromosuccinimide / N,N-dimethyl-formamide; water / 1.25 h / 0 - 7 °C / Inert atmosphere
2.2: 2 h / 0 °C / Reflux; Inert atmosphere
3.1: copper(I) bromide / tetrahydrofuran / 0.75 h / -20 °C / Inert atmosphere
3.2: 0.5 h / -20 - 20 °C
4.1: copper(I) bromide; lithium bromide / acetonitrile / 24 h / 20 °C
5.1: 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Reflux
6.1: hydrazine hydrate / tetrahydrofuran / 4 h / 20 °C
7.1: potassium carbonate / acetonitrile / 48 h / Inert atmosphere; Reflux

References:

WO2015/181116,2015,A1

875573-66-3 Synthesis
(7a,17b)-7-(9-Bromononyl)-estra-1,3,5(10)-triene-3,17-diol 17-acetate

875573-66-3
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148757-88-4 Synthesis
4,4,5,5,5-pentafluoropentane-1-thiol

148757-88-4
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Estra-1,3,5(10)-triene-3,17-diol,7-[9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl]-,17-acetate,(7a,17b)-

875573-69-6
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