Abstract
17α-Amino-5ga-androst-2-ene was synthesized from epiandrosterone via formation of the tosylate followed by nucleophilic substitution by azide and reduction with LiAlH4. The structures of the products were proved by NMR and IR spectroscopy and mass spectrometry.
Similar content being viewed by others
References
J. C. Babcock, U.S. Pat. No. 3,009,925 (1961); Chem. Abstr., 56, P10234f (1962).
Y. Ye, Y. Huang, Z. Wang, S. Chen, and Y. Tian, Steroids, 58, 35 (1993).
P. Kaspar and H. Witzel, J. Steroid Biochem., 23, 259 (1985).
R. T. Blickenstaff, E. Foster, K. Gerzon, and P. Young, Steroids, 46, 889 (1985).
I. Vincze, L. Hackler, Z. Szendi, and G. Schneider, Steroids, 61, 697 (1996).
M. I. Merlani, M. G. Davitishvili, N. Sh. Nadaraia, M. I. Sikharulizde, and K. Papadopulos, Chem. Nat. Comp., 40, 2, 144 (2004).
M. Davis, E. W. Parnell, and D. Warburton, J. Chem. Soc. C, 1698 (1966).
M. M. Janot, K. H. Qui, and R. Goutarel, Bull. Soc. Chim. Fr., 1640 (1960).
Author information
Authors and Affiliations
Additional information
__________
Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 257–258, May–June, 2006.
Rights and permissions
About this article
Cite this article
Merlani, M.I., Amiranashvili, L.S., Kemertelidze, E.P. et al. Synthesis of 17α-amino-5α-androst-2-ene from epiandrosterone. Chem Nat Compd 42, 313–315 (2006). https://doi.org/10.1007/s10600-006-0108-4
Received:
Issue Date:
DOI: https://doi.org/10.1007/s10600-006-0108-4