Preparation of Monomethyl Ether Derivatives of (+)-, (-)- and (±)-Indenestrols A and B

Abstract

In order to evaluate the contribution of the two phenolic hydroxyl groups to the biological activities of indenestrols A (IA) and B (IB), monomethyl ether derivatives of IA and IB were prepared and each enantiomer was separated to >99% purity by high-pressure liquid chromatography using a chiral column. The structures of the enantiomers were confirmed by proton and carbon-13 nuclear magnetic resonance and circular dichroism spectroscopic studies.