Abstract
The conformational preference of ephedrine isomers has been deduced from nmr studies of these compounds and the corresponding 3-methyl-2-phenylmorpholine diastereomers. The nmr data suggest that, in a variety of solvents, the ephedrines are intramolecularly hydrogen bonded both as the free bases and salts. A possible explanation for the stereo structure-activity relationship of the ephedrines has been advanced. Arylethanol-amines such as epinephrine and other related physiologically active compounds have been suggested to exist primarily as internally hydrogen-bonded species.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 1057-1063 |
| Number of pages | 7 |
| Journal | Journal of medicinal chemistry |
| Volume | 10 |
| Issue number | 6 |
| DOIs | |
| State | Published - 1967 |