Abstract
1. We deciphered the3C spectra of 19 steroids with additional tetrahydropyran and tetrahydrofuran rings and modified in the A and B rings. 2. The chemical shifts and spin-spin coupling constants for13C-1H are characteristic for the two conformations of the tetrahydropyran E ring, “chair” and “boat.” 3. We determined the orientation of the substituents at C20 and confirmed the orientation for substituents at C3, C5, and C6. 4. We carried out an analysis of theα-,β-,γ-, andδ-effects for substituents in the tetrahydropyran ring and the A and B rings. We have shown that acetylation of the 20-OH group enhances theα-effect; theβ-effects decrease in the order O > OH > OAc. 5. The dependence of the spin-spin coupling constants for13C-1H on the nature of the substituent may be used to identify signals of the ring carbon atoms, along with their chemical shifts.
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Schedule a callMore From: Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
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