3591-23-9Relevant articles and documents
Testosterone I impurity preparation method
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Paragraph 0011-0012, (2021/01/11)
The invention discloses a testosterone I impurity preparation method, testosterone is used as a raw material, high-purity testosterone I impurity is prepared through dehydrogenation and purification,the purity of the obtained testosterone I impurity is greater than or equal to 99.5%, the prepared testosterone I impurity can be used as an impurity working reference substance, and accurate detection of testosterone related substances is realized. The method is simple and convenient to operate, easy to implement and high in preparation efficiency.
Iodine, a Mild Reagent for the Aromatization of Terpenoids
Domingo, Victoriano,Prieto, Consuelo,Silva, Lucia,Rodilla, Jess M. L.,Qulez Del Moral, Jos F.,Barrero, Alejandro F.
supporting information, p. 831 - 837 (2016/05/24)
Efficient procedures based on the use of iodine for the aromatization of a series of terpenoids possessing diene and homoallylic or allylic alcohol functionalities are described. Different examples are reported as a proof-of-concept study. Furthermore, iodine also proved to mediate the dehydrogenation of testosterone.
Novel metabolites of dehydroepiandrosterone and progesterone obtained in Didymosphearia igniaria KCH 6670 culture
Janeczko, Tomasz,Swizdor, Alina,Dmochowska-Gladysz, Jadwiga,Bialonska, Agata,Ciunik, Zbigniew,Kostrzewa-Suslow, Edyta
experimental part, p. 24 - 31 (2012/10/08)
Dehydroepiandrosterone (DHEA) (10) and its five derivatives: testosterone (1), androstenedione (2), 17α-methyltestosterone (6), progesterone (13) and pregnenolone (14) were subjected to microbial transformation by the filamentous fungus Didymosphaeria igniaria KCH 6670. The predominant metabolism of the incubated 5-ene steroids (10 and 14) occurred through 3β-hydroxy-steroid dehydrogenase/5,4-en isomerase pathways resulting in the generation of a 4-en-3-oxo system on ring-A. The transformations of C 19 steroids (1, 2, and 10) included a hydroxylation at 7α position, ketone-alcohol interconversion at C-17 and reduction of the double bond at C-4 and 3-keto group to the 3β-alcohol with 5α- stereochemistry at A/B ring. D. igniaria also carried out 6(7)-dehydrogenation and 6,7β-epoxidation during transformation of DHEA. Under these conditions transformation of DHEA (10) gave four products: 7α-hydroxyandrost-4-en-3, 17-dione (4), 17β-hydroxyandrost-4,6-dien-3-one (11), 17β- hydroxyandrost-6β-epoxy-4-en-3-one (12) and 3β,17β-dihydroxy- 5α-androstane (5). The compounds 11 and 12 are identified as DHEA metabolites for the first time. The transformation of C21 steroids (13 and 14) led to the mixture of mono- (mainly 11α- and 15β-) and dihydroxy- (7α,15β-; 14α,15β-; 11α,15β-; 11α,14α-) products. 7α,15β-Dihydroxypregnan-4-en-3,20- dione (18) and 14α,15β-dihydroxypregnan-4-en-3,20-dione (19) were found to be new compounds. The main product of transformation of 17α-methyltestosterone (6) was 12β-hydroxy-17α- methyltestosterone (7). The results of these transformations demonstrate the dependence of hydroxylation position on the structure of steroid nucleus.
