14341-47-0Relevant articles and documents
Labelled compounds of potential biological interest. VI. Preparation of some labelled local anesthetic aminoethers
Gosztonyi,Domeij,Sandberg
, p. 639 - 652,644,650 (1978)
2'-(2-Diisopropylaminoethoxy)-butyrophenone (ketocaine) and 1-butoxy-2-(2-diisopropylaminoethoxy)-benzene show a good anaesthetic effect on topical application. The synthesis of both of these compounds specifically labelled with 14C is described. The preparation of ketocaine generally labelled with tritium and specifically labelled with deuterium is also reported.
ALPHA-DEUTERIUM ISOTOPE EFFECTS IN THE THERMOLYSIS OF β-HYDROXY ESTERS
Quijano, Jairo,Restrepo, Iliana,Gallego, Luis H.,Yepes, M. del Socorro
, p. 4735 - 4738 (2007/10/02)
Alpha secondary isotope effects are determined experimentally by thermolysis of β-hydroxy esters.These results are compatible with a change of hybridization of carbon-2 from reactant to transition state (sp3-sp2).
Synthesis of all-trans-Parinaric Acid-d8 Specifically Deuterated at All Vinyl Positions
Goerger, Michael M.,Hudson, Bruce S.
, p. 3148 - 3153 (2007/10/02)
Parinaric acid is a widely used fluorescent probe of biological systems.The all-trans isomer (9(E),11(E),13(E),15(E)-octadecatetraenoic acid) specifically deuteriated at all vinyl positions was prepared by using the Wittig reaction to couple a diene phosphorane with an α,β-unsaturated aldehyde-ester.The preparation of each component included the stereoselective reduction of a substituted propynoic ester with lithium aluminum deuteride (LAD), introducing the trans double bond as well as most of the deuterium in one step, in high isotopic purity without unwanted hydrogen-deuterium exchange.By inclusion of deuterium, the probe can be used with other techniques, such as deuterium NMR and neutron diffraction, further increasing its utility.The synthesis can be used to prepare other tetraenes by correct choice of starting propynoic esters.