two prinicipal methods of introducing deuterium were used : preparation of 2,2-dideutero acids by exchange with deuterium oxide followed by chain extension giving dideuteroxooctadecanoates , which were then reduced , as tosylhydrazones , with sodium cyanoborohydride to dideuterooctadecanoates and stepwise introduction by reduction of oxooctadecanoates with sodium borodeuteride , formation of tosylate or mesylate , reduction with lithium aluminum deuteride to tetradeuterooctadecanol and oxidation to dideuterooctadecanoic acid .
C0011744
deuterium
C0011745
deuterium oxide