Stereoselective synthesis of 3,7-diarylaminocholestanes by titanium-mediated reductive amination

• An efficient method for introduction of aryl amine into steroid is developed.
• The aryl amine pendant provides a rigid frame in molecule.
• This method is useful for a wide range of synthetic applications.
• It is mild, efficient, and environmentally friendly.

An efficient method for the synthesis of aryl aminocholestanes, using a chlorotriisopropoxytitanium(IV)-mediated reductive amination reaction of 5α-cholestane-3,7-dione, is reported. A series of 3,7-diarylaminocholestane derivatives were prepared according to this methodology in up to 98% yield. These compounds were primarily characterized by 1H NMR, 13C NMR, and mass spectrometry.

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