Synthesis of Deuterium - labeled 1 - Aminocyclopropane - 1 - carboxylic Acid

[ ZH2 IACC) ; 1-amino [ 2R, 3E-2H2] cyc lopropaneIcar boxy 1 ic acid (trans-[zH2]ACC) : and l-amino[2,2.3.3-~H~]cyclopropane1-carboxylic acid are described. The [2,2-2H2]and [2,2,3.3-2H4]ACC compounds were prepared from the appropriately deuterated 2-bromoethanol 4-methylbenzenesulfonates by reaction with ethyl isocyanoacetate and two moles oE sodium hydride. The transr2H2]ACC and &[2H2]ACC were prepared From = and d,a[ l , 2-2H2]-1 .2-dibromoethane respectively, by reaction with ethyl isocyanoacetate and two moles oE sodium hydride. These compounds are required €or use in the study of the biosynthesis of ethylene by various plants and Eor use in 1H and 13C-NMK studies of 1-aminocyclopropane-1-carboxylic acid derivatives. [c-2,~-33 Ha] and 1-amino[ t-2, t-3-2H2]cyclopropane1-carboxy lic acid (cis1-amino[ 25,3S-2H2 ] and