30653-26-0Relevant academic research and scientific papers
INDUSTRIAL PROCESS FOR THE PREPARATION OF HIGH PURITY ESTETROL
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, (2021/03/13)
The invention relates to the preparation of estetrol of formula (I), derivatives thereof protected at positions 3,15α,16α,17β of general formula (III), and 3-hydroxy derivatives thereof protected at positions 15α,16α,17β of general formula (IV), and to the intermediates of general formulae (III) and (IV) applied in the process. Another aspect of the invention is the use of estetrol of formula (I) obtained by the process of the invention for the preparation of a pharmaceutical composition.
PROCESS FOR PREPARING (15ΑLPHA,16ΑLPHA,17ΒETA)-ESTRA-1,3,5(10)-TRIENE-3,15,16,17-TETROL (ESTETROL) AND INTERMEDIATES OF SAID PROCESS
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Page/Page column 14-15, (2021/04/02)
The present invention relates to a process for preparing (15α,16α,17β)-Estra-1,3,5(10)-triene-3,15,16,17-tetrol, also known as Estetrol, having the formula shown below: (I)
PROCESS FOR THE PREPARATION OF ESTETROL
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Page/Page column 37, (2015/04/15)
The invention relates to a process for obtaining Estetrol or a salt or solvate thereof, the process comprising: a) reacting a compound of formula (IV) or a salt or solvate thereof, wherein R1 is a hydroxyl protecting group selected from a silyl ether, an ether, an ester, a carbamate and a carbonate, and R2 is a hydroxyl protecting group selected from an ether, with an oxidizing agent selected from OsO4 or a source of osmium tetroxide to produce Estetrol or a compound of formula (II) or a salt or solvate thereof wherein R1 is as defined previously; and b) if a compound of formula (II) is obtained in step a), deprotecting said compound to produce Estetrol.
PROCESS FOR THE PREPARATION OF ESTETROL
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, (2013/03/26)
The present invention relates to a process for the preparation of estra-1,3,5(10)- trien-3, 15α, 16α, 17β-tetraol (estetrol), via a silyl enol ether derivative 17-B-oxy-3-A-oxy-estra-l,3,5(10), 16-tetraene, wherein A is a protecting group and B is -Si(R2)3. The invention further relates to a process for the synthesis of 3-A-oxy-estra-1,3,5(10), 15-tetraen-17-one, wherein A is a protecting group, via said silyl enol ether derivative.
PROCESS FOR THE PRODUCTION OF ESTETROL
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, (2013/04/24)
The present invention relates to a process for the preparation of a compound of formula (I), hydrates or solvates thereof; (I) said process comprising the steps of a) reacting a compound of formula (II), with an acylating or a silylating agent to produce a compound of formula (III), (II) (III) wherein P1 is a protecting group selected from R1CO-, or R2Si(R3)(R4)-, P2 is a protecting group selected from (R6R5R7)C-CO-, or (R2)Si(R3)(R4)-, wherein R1 is a group selected from C1-6alkyl or C3-6cycloalkyl, each group being optionally substituted by one or more substituents independently selected from fluoro or C1-4alkyl; R2, R3 and R4 are each independently a group selected from C1-6alkyl or phenyl, each group being optionally substituted by one or more substituents independently selected from fluoro or C1-4alkyl; R5 is a group selected from C1-6alkyl or phenyl, each group being optionally substituted by one or more substituents independently selected from fluoro or C1-4alkyl; R6 and R7 are each independently hydrogen or a group selected from C1-6alkyl or phenyl, each group being optionally substituted by one or more substituents independently selected from fluoro or C1-4alkyl; b) reacting the compound of formula (III) in the presence of at least one oxidizing agent selected from permanganate salt, osmium oxide, hydrogen peroxide, or iodine and silver acetate to produce compound of formula (IV); and (IV)5 c) deprotecting the compound of formula (IV) to produce compound of formula (I).
Process for the preparation of estetrol
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, (2011/11/12)
The present invention relates to a process for the preparation of estra-1,3,5(10)-trien-3,15α,16α,17β-tetraol (estetrol), via a silyl enol ether derivative 17-B-oxy-3-A-oxy-estra-1,3,5(10),16-tetraene, wherein A is a protecting group and B is ―Si(R2)3. The invention further relates to a process for the synthesis of 3-A-oxy-estra-1,3,5(10),15-tetraen-17-one, wherein A is a protecting group, via said silyl enol ether derivative.
SYNTHESIS OF ESTETROL VIA ESTRONE DERIVED STEROIDS
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Page 9, (2008/06/13)
A process is provided for the making of estetrol starting from a 3-A-oxy-estra 1,3,5(10),15-tetraen-17-one, wherein A is an C1-C5 alkyl group, preferably a methyl group, or a C7 - C12 benzylic group, preferably a benzyl group. This process is particularly suitable to industry.
Synthesis of 15α-hydroxyestrogen 15-N-acetylglucosaminides
Suzuki, Emako,Namba, Susumu,Kurihara, Hiroyuki,Goto, Junichi,Matsuki, Yasuhiko,Nambara, Toshio
, p. 277 - 284 (2007/10/02)
The synthesis of 15-N-acetylglucosaminides of 15α-hydroxyestrone, 15α-hydroxyestradiol, and 15α-hydroxyestriol (estetrol) is described.The latter two were prepared by condensation of 2-acetamido-1α-chloro-1,2-dideoxy-3,4,6-tri-O-acetyl-D-glucopyranose with appropriately protected 15α-hydroxyestrogens by the Koenigs-Knorr reaction employing cadmium carbonate as a catalyst.Subsequent removal of protecting groups with methanolic potassium hydroxide provided the desired conjugates. 15α-Hydroxyestrone 15-N-acetylglucosaminide was synthesized from the corresponding 15α-hydroxyestradiol derivative by Jones oxidation followed by brief alkaline hydrolysis.These conjugates underwent enzymatic hydrolysis with β-N-acetylglucosaminidase from Jack beans to produce 15α-hydroxyestrogens. - Keywords: 15α-hydroxyestrogen; N-acetylglucosaminide; Koenigs-Knorr reaction; 15-methoxyestrogen; β-N-acetylglucosaminidase
