A new chemical synthesis of 5alpha-cholest-8(14)-en-3beta,5alpha-diol.
Reduction of 3beta-benzoyloxy-14alpha,15alpha-epoxy-5alpha-cholest-7-ene with lithium in ethylenediamine gave 5alpha-cholest-8(14)-en-3beta, 5alpha-diol in high yield. This procedure offers an alternate synthesis through the reductive rearrangement of an alpha,beta-unsaturated steroidal epoxide.
Parish
E J
EJ
Department of Chemistry, Auburn University, Auburn, AL 36849-5312, USA.
Luo
C
C
Boos
T L
TL
D004852:Epoxy Compounds / Q000737:chemistry; D006888:Hydroxycholesterols / Q000138:chemical synthesis*; D013057:Spectrum Analysis / Q000379:methods
D004852:Epoxy Compounds; D006888:Hydroxycholesterols; C424263:cholest-8(14)-en-3,5-diol