STEROIDS, LIII: NEW ROUTES TO AMINOSTEROIDS

作者: Z. Szendi , G. Dombi , I. Vincze

DOI: 10.1007/BF00844694

关键词:

摘要: Steroid ketoximes were reduced with sodium tetrahydroborate in the presence of nickel chloride or molybdenum trioxide. These processes yielded 17α- and 20α-aminosteroids (1c–5c) higher yields than common reduction methods.

参考文章(22)
L. Ruzicka, M. W. Goldberg, Sexualhormone XII. Über Amine der Androsteronreihe Helvetica Chimica Acta. ,vol. 19, pp. 107- 108 ,(1936) , 10.1002/HLCA.19360190116
Louis A. Carpino, Grace Y. Han, 9-Fluorenylmethoxycarbonyl function, a new base-sensitive amino-protecting group Journal of the American Chemical Society. ,vol. 92, pp. 5748- 5749 ,(1970) , 10.1021/JA00722A043
Josef Schmidt-Thomé, über die Beckmann sche Umlagerung von 20‐Ketosteroidoximen Chemische Berichte. ,vol. 88, pp. 895- 900 ,(1955) , 10.1002/CBER.19550880620
John O. Osby, Stephen W. Heinzman, Bruce. Ganem, Studies on the mechanism of transition-metal-assisted sodium borohydride and lithium aluminum hydride reductions Journal of the American Chemical Society. ,vol. 108, pp. 67- 72 ,(1986) , 10.1021/JA00261A011
TOSHIO NAMBARA, TOSHIYUKI SHIBATA, MASAAKI MIMURA, HIROSHI HOSODA, Synthesis of N-(Steroid-17-yl)-maleimide Chemical & Pharmaceutical Bulletin. ,vol. 19, pp. 954- 958 ,(1971) , 10.1248/CPB.19.954
Stephen C. Griggs, John A. King, Synthesis and Preliminary Anti-Inflammatory Evaluation of 17β-Amino-3β-methoxy-5-androstene Hydrochloride and Related Derivatives Journal of Pharmaceutical Sciences. ,vol. 67, pp. 1215- 1218 ,(1978) , 10.1002/JPS.2600670907
Robert. Glaser, Edmond J. Gabbay, Synthesis and characterization of C3 and C17 steroidal amines. Journal of Organic Chemistry. ,vol. 35, pp. 2907- 2912 ,(1970) , 10.1021/JO00834A012
M. Davis, E. W. Parnell, J. Rosenbaum, Steroid amines. Part V. 20-Pyrrolidin-1-ylpregnane derivatives Journal of the Chemical Society, Perkin Transactions 1. ,vol. 11, pp. 1420- 1424 ,(1972) , 10.1039/P19720001420