75295-95-3Relevant articles and documents
Synthesis of deuterium-labeled simvastatin
Tian, Lei,Tao, Jie,Chen, Liqin
experimental part, p. 625 - 628 (2011/12/03)
This study describes the synthesis of deuterium-labeled simvastatin. The stable isotope-labeled compound was prepared starting from lovastatin in nine steps with 9% overall yield.
The Mechanism of Ethylene Elimination from the Oxonium Ions CH3CH2CH=O+CH2CH3 and (CH3)2C=O+CH2CH3
Bowen, Richard D.,Derrick, Peter J.
, p. 1033 - 1039 (2007/10/02)
The reactions of the metastable oxonium ions CH3CH2CH=O+CH2CH3 and (CH3)2C=O+CH2CH3 are reported and discussed.Various mechanisms for ethylene elimination, which is the principal dissociation route for these ions, are considered.It is shown by means of 2H-labelling experiments and analysis of collision-induced dissociation spectra that routes involving ion-neutral complexes pre-empt 'conventional' mechanisms for these processes.In contrast, the behaviour of the lower homologues CH3CH2CH=OR+ and (CH3)2C=OR+ (R = H, CH3) is consistent with the operation of 'conventional' mechanisms for ethylene expulsion.This contrast is interpreted in energetic terms.The significance of these results for the chemistry of homologous and analogous 'onium' ions containing a Z+-R function (Z = O, S, NH, NCH3; R= CnH2n+1, n 2) is explained.
Cyclopropane Intermediates in the Rearrangemant and Fragmentation of Olefinic Molecular Ions
Laderoute, Keith R.,Harrison, Alex. G.
, p. 624 - 630 (2007/10/02)
Methyl loss from deuterium-labelled molecular ions of 4-methyl-2-pentene, 2-methyl-2-pentene and 1,1,2-trimethylcyclopropane has been investigated for metastable molecular ions and for molecular ions formed by charge exchange with COS+*, XE+* and CO+*.For metastable ion fragmentation reactions all three compounds exhibit very similar behavior and show specific and essentially equal loss of each of the original methyl groups as well as specific loss of a methyl where the hydrogens derive exclusively from the non-methyl hydrogens of the original molecules.The former results are interpreted in terms of interconversion of the three molecular ions through a ring-opened form of the trimethylcyclopropane molecular ion.The loss of the non-methyl hydrogens as CH3 is interpreted in terms of isomerization to the 2,3-dimethyl-2-butene structure.With increasing internal energy direct allylic cleavage of the unrearranged methylpentene molecular ions increases in importance while the trimethylcyclopropane molecular ion shows an increased preference for loss of the C(2) methyl group.With increasing internal energy loss of the original non-methyl hydrogens as CH3 decreases markedly in importance.