| Popis: |
The o-, m- and p-NC [2H3] synephrines were prepared via a three step reaction from the corresponding oxazolidones. Ring deuterated msynephrine, m-octopamine and m-hydroxymandelic acid were prepared by [1H1] - [2H1] exchange in dilute [2H1] Cl medium. Reduction of o- and m-mandelic acid with lithium aluminum deuteride afforded the corresponding hydroxyphenylglycols. Exclusive side chain deuteration of 2-dibenzyl-1-(4-hydroxyphenyl)ethanone and 2-methylamino-1-(3,4-dihydroxyphenyl)ethanone were accomplished in both acidic and basic media. The former compound was deuterated on both the side chain and aromatic ring using 45% [2H1]Br. |
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