Abstract
The facial amphiphile 3α,7α-diaminocholestane 3 was synthesized from 3β-acetoxy-7-ketocholestane 1 through a stepwise reductive amination. The reductive amination of 1 with NH 4OAc in the presence of NaBH 3CN, and protection with Boc 2O yielded 7α-( tert-butyloxycarbonyl)-aminocholestane 4 in 86% yield. The reductive amination of 6, which was obtained from 4 after hydrolysis and subsequent oxidation, with NH 4OT f in the presence of NaBH(OEh) 3 provided 3 in 75% yield after protection with Boc 2O.
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