A short and highly stereoselective synthesis of squalamine (1) was accomplished in 9 steps from easily available methyl chenodeoxycholanate (2). The advanced intermediate 7α,24R-dihydroxy-cholestan-3-one (9) was synthesized by using improved dehydrogenation of 4 followed by conjugate reduction and efficient asymmetric isopropylation of aldehyde 7 as key reactions.
No takes yet. Share an insight, caveat, or question.
Feng et al. (2005) studied this question.
Synapse has enriched 5 related papers. Consider them for comparative context: