MODIFIED STEROID HORMONES .50. 7-SUBSTITUTED 6-OXO-3ALPHA 5ALPHA-CYCLOSTEROIDS .2. SPECTROSCOPIC PROPERTIES AND STRUCTURE OF 6-OXO-3ALPHA 5ALPHA-CYCLOSTEROIDS AND THEIR 7-METHYL DERIVATIVES

The 6-oxo-3α,5α-cyclosteroidal structure is discussed in relation to its UV absorption and rotatory dispersion characteristics. It is noted that the ORD behaviour of these ketones conforms to the conventional Octant Rule, contrary to the observed behaviour of many α-epoxy and -cyclopropyl ketones. Configurational analysis of the C-7 substituents in isomeric 7-methyl-6-oxo-3α,5α-cyclosteroids was effected by ORD on the basis of the Octant Rule. These configurational assignments were fully substantiated by the UV absorption spectra, the IR CO stretching frequencies and the NMR spectra of these compounds. © 1968.