摘要: Resume La synthese des diastereoisomeres hydroxy-1-amino-3(5α) pregnane est decrite et leur fragmentation en spectrometrie de masse etudiee. presence d'un groupement hydroxyle position 1 amene une intensification ions “a” amino-3 steroides (comportant les carbones 1, 2 3). Cet effet maximum dans le cas amines primaires. Des experience deuteriation ont permis d'etablir que isomeres comportant un α (axial) subissent, partie, rearrangement “aldehyde” avant se fragmenter.
elsevier.com
sci-hub.se 参考文章(10)
Alma L. Burlingame, Catherine. Fenselau, Wilhelm J. Richter, High-resolution mass spectrometry in molecular structure studies. IV. Mechanistic aspects of the fragmentation of widdrol Journal of the American Chemical Society. ,vol. 89, pp. 3232- 3235 ,(1967) , 10.1021/JA00989A025
Gerhard von Mutzenbecher, Alexander D. Cross, Steroids CCLXXIX. Lead tetraacetate-iodine oxidation of 1-substituted androstanes Steroids. ,vol. 5, pp. 429- 440 ,(1965) , 10.1016/0039-128X(65)90113-3
P. Striebel, Ch. Tamm, 1-Keto-cholestan. Steroide, 8. Mitteilung Helvetica Chimica Acta. ,vol. 37, pp. 1094- 1112 ,(1954) , 10.1002/HLCA.19540370417
Z. Pelah, D. H. Williams, H. Budzikiewicz, Carl Djerassi, Mass Spectrometry in Structural and Stereochemical Problems. LX.1The Electron Impact Induced Fragmentation of Steroidal Dimethylamines2 Journal of the American Chemical Society. ,vol. 87, pp. 574- 580 ,(1965) , 10.1021/JA01081A033
R. P. A. Sneeden, Richard B. Turner, Catalytic Dehydrogenation of Primary and Secondary Alcohols with Platinum and Oxygen: Selective Dehydrogenation in the Steroid Series1 Journal of the American Chemical Society. ,vol. 77, pp. 190- 191 ,(1955) , 10.1021/JA01606A068
Heinz Kaufmann, David K. Fukushima, Synthesis of epimeric 3-ureido-delta-4-androsten-17-ones. Journal of Organic Chemistry. ,vol. 32, pp. 1846- 1850 ,(1967) , 10.1021/JO01281A033
L. Dolejš, V. Hanuš, V. Černý, F. Šorm, On steroids. LXXVIII. Mass spectra of Holarrhena alkaloids Collection of Czechoslovak Chemical Communications. ,vol. 28, pp. 1584- 1592 ,(1963) , 10.1135/CCCC19631584
D. Burn, B. Ellis, V. Petrow, 154. The structure of ruscogenin Journal of the Chemical Society (Resumed). pp. 795- 799 ,(1958) , 10.1039/JR9580000795
Z. Pelah, M. A. Kielczewski, J. M. Wilson, M. Ohashi, H. Budzikiewicz, Carl Djerassi, Mass Spectrometry in Structural and Stereochemical Problems. XXVII.1 Mass Spectral Fragmentation Processes and Hydrogen Transfer Reactions of Amides and Amines2 American Chemical Society. ,(2002) , 10.1021/JA00899A029
Gerhard Habermehl, Gerhard Spiteller, Massenspektren der Salamander-Alkaloide Justus Liebigs Annalen der Chemie. ,vol. 706, pp. 213- 222 ,(1967) , 10.1002/JLAC.19677060122