173557-44-3Relevant academic research and scientific papers
The Mitsunobu inversion reaction of sterically hindered 17-hydroxy steroids
Tapolcsanyi, Pal,Woelfling, Janos,Mernyak, Erzsebet,Schneider, Gyula
, p. 1129 - 1136 (2004)
The Mitsunobu inversion reaction of 3-methoxyestra-1,3,5(10)-trien- 17β-ol is dramatically influenced by the acidic component. There appears to be a relationship between the dissociation constant of the electron-withdrawing substituent on the aryl acid and the overall effectiveness of the reaction, with more acidic species generally providing a higher yield of inverted product. Springer-Verlag 2004.
Complete 1H and 13C NMR spectral assignment of 17-hydroxy epimeric sterols with planar A or A and B rings.
Ciuffreda,Casati,Manzocchi
, p. 360 - 363 (2007/10/03)
Complete 1H and 13C spectral assignments of 17beta- and 17alpha-hydroxy epimers of three biologically active sterols (boldenone, 3-methoxyestradiol and 3-methoxydihydroequilenin) were achieved making use of one- and two-dimensional NMR techniques (1D-HOHAHA, DEPT, COSY, NOESY, TOCSY, HSQC and COLOC). Copyright 2004 John Wiley & Sons, Ltd.
Alcohol inversion of 17β-steroids
Dodge, Jeffrey A.,Lugar III, Charles W.
, p. 1 - 2 (2007/10/03)
Inversion of 17β-steroids has been accomplished using a modified Mitsunobu protocol in which 4-nitrobenzoic acid is employed as the acidic component. Excellent yields of inverted product were obtained for a number of representative steroid families including estrogens, equilenins, and androgens. Application of this methodology to the synthesis of 17α-dihydroequilenin is described.
