Hydroxy-steroids. Part XIII. 5β-Ergosta-7,22-dien-3-one and related compounds
Abstract
5β-Egosta-7,22-dien-3-one, obtained by hydrogenating ergosta-4,7,22-trien-3-one under alkaline conditions, condenses with ethyl formate and with anisaldehyde at position 2. Reduction gives 3α- and 3β-alcohols from which a series of derivatives, including the triphenylmethyl ethers, have been prepared.
Although two all-chair conformations are possible for cis-A/B-Δ7-steroids, the ‘steroid’ form is preferred in all the compounds studied here.