67372-75-2Relevant academic research and scientific papers
A nonclassical stereoselective semi-synthesis of drospirenone via cross-metathesis reaction
Bandini, Marco,Contento, Michele,Garelli, Andrea,Monari, Magda,Tolomelli, Alessandra,Umani-Ronchi, Achille,Andriolo, Erika,Montorsi, Mauro
, p. 3801 - 3804 (2008)
A new synthetic approach for the construction of the spirolactone moiety of the progestin drospirenone is presented. A highly efficient cross-metathesis reaction catalyzed by Grubbs-Hoveyda second-generation catalyst (6 mol%) is employed as the key step for the introduction of the ester moiety on to the vinyl group at C17. No protecting groups are required and harmful heavy-metal-based oxidants are not used and this means that this route constitutes a valuable synthetic alternative to existing approaches. Georg Thieme Verlag Stuttgart.
Synthetic method of drospirenone
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, (2021/09/15)
The invention provides a synthetic method of drospirenone. Belong to organic synthesis field. A compound having the structure shown in the formula II is obtained, 17-bit hydroxyl group is oxidized to a carbonyl group under the action of a noble metal catalyst and a persulfate, and the hydroxyl group on the III-position propyl group is oxidized into an aldehyde group, and then a hydroxyl aldehyde condensation forms a five-membered carboxylic acid lactone ring to obtain a compound having the structure shown 17 α in the formula IV 3. The compound drospirenone with the structure shown I is obtained, most of the raw materials are cheap, the high-pressure catalytic hydrogenation and is omitted, and meanwhile, the yield can reach 77% under mild reaction conditions. Drospirenone with a purity 99.6%.
A drospirenone and intermediate preparation method (by machine translation)
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, (2019/11/20)
The invention discloses a drospirenone and intermediate preparation method. Preparation method of this invention comprises the following steps: in the solvent, the compound 3 with hydrogen peroxide oxidation reaction shown below, to obtain compound 4 can be. Preparation method of this invention does not use a heavy metal reagent, reduces the toxicity of the preparation process, the use of the reagent are all conventional reagent, low cost, and is favorable for industrial large-scale production. (by machine translation)
PROCESS FOR THE PREPARATION OF DROSPIRENONE
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Page/Page column 7; 8; 9; 10, (2014/09/03)
A process is described wherein, by employing 17a-(3-hydroxypropyl) -63,7β3;15β,16β-dimethylene-5β-androstane-3β,5,17β-triol (II) as starting product, in a single stage reaction there is obtained drospirenone, (I), whereby the reaction is achieved using gaseous oxygen as the stoichiometric oxidant in the presence of a catalytic system containing (i) TEMPO or a derivative thereof, (ii) a ferric salt (Fe3+) and (iii) NaCI. The product drospirenone is a known synthetic steroid with progestogenic, antimineralocorticoid and antiandrogenic action, that is useful for preparing pharmaceutical compositions with contraceptive action.
PROCESS FOR THE PREPARATION OF DROSPIRENONE
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Page/Page column 11, (2014/10/29)
A process is disclosed wherein, using either 17a-(3-hydroxypropyl)-6p,7p;15p,16p- dimethylene-5p-androstane-3p,5,17p-triol (II) or 3β,5^?Ι^κ^-6β,7β;15β,16β- dimethylene-5β,17α-pregnane-21,17-carbolactone (III) as starting material, through a single-step reaction it is obtained drospirenone (I), a synthetic steroid with progestogenic, antimineralocorticoid and antiandrogenic activity, useful for preparing pharmaceutical compositions with contraceptive action.
PROCESS FOR THE PREPARATION OF DROSPIRENONE
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Page/Page column 11; 12; 13, (2013/06/06)
It is described of a process for the preparation of drospirenone, the compound of formula 1 shown below, a synthetic steroid with progestogenic, antimineralocorticoid and antiandrogenic activity, useful for preparing pharmaceutical compositions having contraceptive action, starting from 17α-(3-hydroxypropyl)-6β,7β;15β,16β-dimethylene-5β-androstane-3β,5,17β-triοΙ.
Biocatalytic oxidation of 1,4-diols and γ-lactols into γ-lactones: Application to chemoenzymatic synthesis of drospirenone
Romano, Diego,Contente, Martina,Granato, Tiziana,Remelli, William,Zambelli, Paolo,Molinari, Francesco
, p. 735 - 737 (2013/07/26)
Oxidation of 1-alkyl-1,4-butanediols with Acetobacter aceti MIM 2000/28 gave the corresponding γ-lactones in good yields. The biotransformation occurred with intermediate formation of γ-lactols, which are also substrates for oxidation with Acetobacter aceti MIM 2000/28, as validated by selective biotransformation of 6β,7β;15β,16β-dimethylene-3- oxo-17α-pregn-4-en-21,17-carbolactol to drospirenone.
Process for the preparation of drospirenone
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Paragraph 0031; 0032; 0033; 0034; 0035; 0036; 0037; 0038, (2013/06/06)
It is described a process for the preparation of Drospirenone, a synthetic steroid with progestogenic anti-mineralocorticoid and antiandrogenic activity having the formula 1 shown below, useful in the preparation of contraceptive pharmaceutical compositions, starting from 17α-(3-hydroxypropyl)-6β,7β;15β,16β-dimethylene-5β-androstan-3β,5,17β-triol.
Process for the Preparation of Drospirenone
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Paragraph 0073-0086, (2013/03/26)
A process is described, comprising the oxidation of 17α-(3-hydroxypropyl)-6β,7β,15β,16β-dimethylen-5β-androstan-3β,5,17β-triol, for the preparation of drospirenone, a synthetic steroid with progestogenic, antimineralocorticoid and antiandrogenic activity, useful for preparing pharmaceutical compositions with contraceptive action.
Stereospecific synthesis of drospirenone
Deng, Gang,Huang, Zuogang,Zhao, Xiaolong,Li, Zheng,Li, Yuanchao,Jiang, Biao
, p. 15 - 17 (2013/08/24)
A procedure for the stereospecific synthesis of drospirenone has been developed. The key steps included the stereospecific reduction of the C 7-tertiary alcohol with ZnI2/Et3SiH, a novel mild and stereospecific tertiary alcohol reduction system, and the tandem oxidation/cyclopropanation reactions. Copyright
