K. Ramalingam, D. Kalvin, R. Woodard
Sep 1, 1984
Citations
0
Influential Citations
8
Citations
Journal
Journal of Labelled Compounds and Radiopharmaceuticals
Abstract
The syntheses of D,L-1-amino[2,2-2H2]cyclopropane-1-carboxylic acid; 1-amino [c-2,c-3-2H2] and 1-amino[t-2,t-3-2H2]cyclopropane-1-carboxylic acid (cis-[2H2]ACC); 1-amino[2S,3S-2H2] and 1-amino[2R,3R-2H2]cyclopropane-1-carboxylic acid (trans-[2H2]ACC); and 1-amino[2,2,3,3-2H4]cyclopropane-1-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 of sodium hydride. The trans-[2H2]ACC and cis[2H2]ACC were prepared from meso and d, l-[1,2-2H2]-1,2-dibromoethane respectively, by reaction with ethyl isocyanoacetate and two moles of sodium hydride. These compounds are required for use in the study of the biosynthesis of ethylene by various plants and for use in 1H and 13C-NMR studies of 1-aminocyclopropane-1-carboxylic acid derivatives.