| |
| | (S)-fenfluramine |
 | | Fenfluramine 1 is the active ingredient of a obesity drug acting on the digestion of carbohydrates, the activity being restricted mainly to the S enantiomer [1, 2], which can be obtained by separation of the diastereoisomers [3] or by preferential crystallisation of derivates, which were identified of being conglomerates [4]. |
 | | Further, it is no longer necessary to bother with the regioselectivity of the nucleophilic attack on the epoxide, which allows the usage of the simplest method for the preparation of the aminoalcohols: ethylamine in ethanol. |
 | | In order to realise the ring opening of the aziridines 5 and 12 into fenfluramine 1, we used catalytic hydrogenation [11], peculiar to open the ring at the less substituted side, in the case of the aziridine 12, and benzylic hydrogenolysis in the case of the aziridines 5. |
| www.erowid.org /archive/rhodium/chemistry/fenfluramine.html (10160 words) |
|