SYNTHESIS OF FLUORINATED NUCLEOTIDES

The present invention relates to efficient processes useful in the preparation of fluorinated nucleosides, such as (2S,3R,4S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-fluoro-4-hydroxy-2-(mercaptomethyl)tetrahydrofuran-3-yl dihydrogen phosphate, also known as 3´-fluoro-thio-guanosine monophos...

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Hauptverfasser: TURNBULL, Ben William Hulme, XU, Feng, ARMIGER, Travis, BENKOVICS, Tamas, MOORE, Jeffrey, SONG, Zhiguo Jake, PENG, Feng, KLAPARS, Artis, SHERRY, Benjamin, BELYK, Kevin, RUMMELT, Stephan, CHUNG, Cheol, LIU, Zhijian, LIU, Zhuqing, NEEL, Andrew, JOHNSON, Heather Claire, WANG, Lu, SALEHI MARZUARANI, Nastaran, JI CHEN, Yining
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creator TURNBULL, Ben William Hulme
XU, Feng
ARMIGER, Travis
BENKOVICS, Tamas
MOORE, Jeffrey
SONG, Zhiguo Jake
PENG, Feng
KLAPARS, Artis
SHERRY, Benjamin
BELYK, Kevin
RUMMELT, Stephan
CHUNG, Cheol
LIU, Zhijian
LIU, Zhuqing
NEEL, Andrew
JOHNSON, Heather Claire
WANG, Lu
SALEHI MARZUARANI, Nastaran
JI CHEN, Yining
description The present invention relates to efficient processes useful in the preparation of fluorinated nucleosides, such as (2S,3R,4S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-fluoro-4-hydroxy-2-(mercaptomethyl)tetrahydrofuran-3-yl dihydrogen phosphate, also known as 3´-fluoro-thio-guanosine monophosphate or 3´-F-thio-GMP. Such fluorinated nucleosides may be useful as a biologically active compound and or as an intermediate for the synthesis of more complex biologically active compounds. The present invention also encompasses intermediates useful in the disclosed synthetic processes and the methods of their preparation. (I) La présente invention concerne des procédés efficaces utiles dans la préparation de nucléosides fluorés, tels que du (2S,3R,4S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-fluoro-4-hydroxy-2-(mercaptométhyl) tétrahydrofuran-3-yl dihydrogène phosphate, également appelé 3'-fluoro-thio-guanosine monophosphate ou 3´-F-thio-GMP. De tels nucléosides fluorés peuvent être utiles en tant que composé biologiquement actif et ou en tant qu'intermédiaire pour la synthèse de composés biologiquement actifs plus complexes. La présente invention concerne également des intermédiaires utiles dans les procédés de synthèse décrits et leurs procédés de préparation. (I)
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Such fluorinated nucleosides may be useful as a biologically active compound and or as an intermediate for the synthesis of more complex biologically active compounds. The present invention also encompasses intermediates useful in the disclosed synthetic processes and the methods of their preparation. (I) La présente invention concerne des procédés efficaces utiles dans la préparation de nucléosides fluorés, tels que du (2S,3R,4S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-fluoro-4-hydroxy-2-(mercaptométhyl) tétrahydrofuran-3-yl dihydrogène phosphate, également appelé 3'-fluoro-thio-guanosine monophosphate ou 3´-F-thio-GMP. De tels nucléosides fluorés peuvent être utiles en tant que composé biologiquement actif et ou en tant qu'intermédiaire pour la synthèse de composés biologiquement actifs plus complexes. La présente invention concerne également des intermédiaires utiles dans les procédés de synthèse décrits et leurs procédés de préparation. 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subjects HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
title SYNTHESIS OF FLUORINATED NUCLEOTIDES
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