1816-75-7Relevant articles and documents
An easy stereoselective synthesis of 5(10)-estrene-3β,17α-diol, a biological marker of pregnancy in the mare
Balssa, Frédéric,Fischer, Michael,Bonnaire, Yves
, p. 1 - 4 (2014/06/09)
5(10)-Estrene-3β,17α-diol is an essential reference material for doping analysis in horse-racing laboratories. It is used to detect misuse, for doping purpose, of the pregnancy status in the mare. Its stereoselective synthesis from 17β-estradiol-3-methyl ether (prepared from estrone or 17β-estradiol) was performed in four steps: (1) Mitsunobu inversion of the 17β-alcohol; (2) Birch reduction of the aromatic ring; (3) stereoselective reduction of the 3-ketone via Noyori asymmetric transfer hydrogenation; (4) chemoenzymatic purification.
Regioselectivity in the Hydroboration of Steroidal δ3-Allylic Alcohols
Alam, Muzaffar,Hanson, James R.,Liman, Mansur,Nagaratnam, Sivajini
, p. 56 - 57 (2007/10/03)
The presence of an allylic 5α-hydroxy group in an androst-3-ene increases the proportion of addition of a borane to the adjacent C-4 compared to the unsubstituted steroid and directs the addition to the face of the alkene anti to the hydroxy group with stereochemical effects that may oppose those of the C-10β-methyl group.
Microbiological Transformations. XIII. Transformations of 19-Nor and 19-Hydroxy Analogues of Testosterone and Androstendione by Means of Rhodotorula mucilaginosa Strain
Dmochowska-Gladysz, Jadwiga,Tlomak, Elzbieta,Siewinski, Antoni
, p. 1 - 8 (2007/10/02)
Preparative transformation carried out
