Conclusions
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1.
The molecular weight of the compound studied is determined by the most intense ion peak with maximum m/e value which, as a rule, is the ion peak, with m/e (M - 60)+..
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2.
The ratios of the peaks for the molecular ion and (M-AcOH) ion of esters of 24-nor- and 21,24-dinorchola-5,16,20 (22)-trienic acids (IV)–(VI) depends on the stereochemistry at the Δ20(22) bond.
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3.
The presence of ion peaks with m/e 213 and 226 is characteristic for compounds containing hydroxyl and/or acetoxy groups at C-16 and C-17.
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Literature cited
G. R. Waller, Biochemical Applications of Mass Spectrometry, New York (1972).
A. A. Akhrem, A. V. Kamernitskii, O. A. Strel'chenok, A. M. Turuta, and O. S. Chizhov, Izv. Akad. Nauk, Ser. Khim., 2505 (1973).
C. W. Weeks, W. L. Duax, and M. E. Wolff, J. Amer. Chem. Soc.,95, 2865 (1973).
M. Spiteller-Friedman and G. Spiteller, Fortschr. Chem. Forsch.,12, 440 (1969).
Z. Pelah, D. H. Williams, H. Budzikiewicz, and C. Djerassi, J. Amer. Chem. Soc.,87, 574 (1965).
H. Kanno, W. H. Schuller, and R. V. Lawrence, J. Org. Chem.,31, 4138 (1966).
A. V. Kamernitskii, V. A. Krivoruchko, R. P. Litvinovskaya, and I. G. Reshetova, Izv. Akad. Nauk SSSR, Ser. Khim., 2073 (1975).
A. A. Akhrem, A. V. Kamernitskii, R. P. Litvinovskaya, and I. G. Reshetova, Izv. Akad. Nauk SSSR, Ser. Khim., 161 (1976).
P. L. Julian, E. V. Meyer, W. J. Karpel.and I. R. Waller, J. Amer. Chem. Soc.,72, 5145 (1950).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1061–1067, May, 1976.
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Zolotarev, B.M., Kamernitskii, A.V., Krivoruchko, V.A. et al. A mass-spectrometric study of esters of 21-nor- and 21,24-dinorchola-5,16,20(22)-trienic acids and their hydroxylated derivatives. Russ Chem Bull 25, 1032–1036 (1976). https://doi.org/10.1007/BF00921986
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DOI: https://doi.org/10.1007/BF00921986