65133-68-8Relevant articles and documents
Synthesis and carbon-11 labeling of the stereoisomers of meta-hydroxyephedrine (HED) and meta-hydroxypseudoephedrine (HPED)
Van Dort, Marcian E.,Tluczek, Louis
, p. 603 - 612 (2007/10/03)
The synthesis of the four stereoisomers of carbon-11 labeled meta-hydroxyephedrine (HED) and meta-hydroxypseudoephedrine (HPED) was undertaken for evaluation of their in vivo kinetic behavior. The stereoisomers of HED and HPED were synthesized by conversion of their respective enantiomerically-pure, normethyl precursors (meta-hydroxyphenylpropanolamine stereoisomers) to the carbamate derivatives and subsequent reduction with lithium aluminum hydride. Direct N- [11C]methylation of the appropriate nomethyl precursor with [11C]methyl triflate and HPLC purification provided the radiotracers in 26-42% (average = 36%; n = 12) decay-corrected radiochemical yields in a 40 min synthesis time from end-of-bombardment. The specific activity of the radiotracers was 1260-1625 Ci/mmol (average = 1368 Ci/mmol; n = 8) at end-of-synthesis and the radiochemical purity > 98%.