AR068769A1 - METHOD FOR THE PRODUCTION OF 2 '-DESOXI- 5 -AZACITIDINE (DECITABINE). - Google Patents

METHOD FOR THE PRODUCTION OF 2 '-DESOXI- 5 -AZACITIDINE (DECITABINE).

Info

Publication number
AR068769A1
AR068769A1 ARP080104423A ARP080104423A AR068769A1 AR 068769 A1 AR068769 A1 AR 068769A1 AR P080104423 A ARP080104423 A AR P080104423A AR P080104423 A ARP080104423 A AR P080104423A AR 068769 A1 AR068769 A1 AR 068769A1
Authority
AR
Argentina
Prior art keywords
compound
formula
decitabine
azacitidine
deoxy
Prior art date
Application number
ARP080104423A
Other languages
Spanish (es)
Original Assignee
Cilag Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from EP07019826A external-priority patent/EP2050757A1/en
Application filed by Cilag Ag filed Critical Cilag Ag
Publication of AR068769A1 publication Critical patent/AR068769A1/en

Links

Classifications

    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Saccharide Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Reivindicacion 1: Un método para la produccion de 2'-desoxi-5-azacitidina (Decitabina) mediante la obtencion de un compuesto de la formula (1): en la cual R es un sustituyente removible conocido en sí, preferentemente alquilcarbonilo C1-8, o fenilcarbonilo optativamente sustituido, o bencilcarbonilo optativamente sustituido; R1 es un sustituyente removible, preferentemente halogeno, preferentemente cloro, bromo, fluor, preferentemente cloro o un imidato, preferentemente triclorometil imidato, o un derivado tio-alquilo, preferentemente -S-metilo; producir además una base sililada de la formula (2) en la cual R2 es un grupo protector, preferentemente un residuo trimetilsililo (TMS); hacer reaccionar el compuesto de la formula (1) y el compuesto de la formula (2) entre si en un solvente anhidro adecuado y en presencia de un catalizador adecuado, por lo cual se obtiene un compuesto de la formula (3): y separar los sustituyentes R a fin de obtener el compuesto 2'-desoxi-5- azacitidina (Decitabina), que se caracteriza por el hecho de que dicho catalizador es seleccionado del grupo que comprende una sal de un ácido sulfonico alifático o una sal de un ácido inorgánico fuerte.Claim 1: A method for the production of 2'-deoxy-5-azacitidine (Decitabine) by obtaining a compound of the formula (1): in which R is a removable substituent known per se, preferably C1-8 alkylcarbonyl , or optionally substituted phenylcarbonyl, or optionally substituted benzylcarbonyl; R1 is a removable substituent, preferably halogen, preferably chlorine, bromine, fluorine, preferably chlorine or an imidate, preferably trichloromethyl imidate, or a thio-alkyl derivative, preferably -S-methyl; further producing a silylated base of the formula (2) in which R2 is a protecting group, preferably a trimethylsilyl residue (TMS); react the compound of the formula (1) and the compound of the formula (2) with each other in a suitable anhydrous solvent and in the presence of a suitable catalyst, whereby a compound of the formula (3) is obtained: and separate R substituents in order to obtain the compound 2'-deoxy-5- azacitidine (Decitabine), which is characterized by the fact that said catalyst is selected from the group comprising a salt of an aliphatic sulfonic acid or a salt of an acid strong inorganic

ARP080104423A 2007-10-10 2008-10-09 METHOD FOR THE PRODUCTION OF 2 '-DESOXI- 5 -AZACITIDINE (DECITABINE). AR068769A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US97886707P 2007-10-10 2007-10-10
EP07019826A EP2050757A1 (en) 2007-10-10 2007-10-10 Method of producing 2' -deoxy-5-azacytidine (Decitabine)

Publications (1)

Publication Number Publication Date
AR068769A1 true AR068769A1 (en) 2009-12-02

Family

ID=40972431

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP080104423A AR068769A1 (en) 2007-10-10 2008-10-09 METHOD FOR THE PRODUCTION OF 2 '-DESOXI- 5 -AZACITIDINE (DECITABINE).

Country Status (5)

Country Link
AR (1) AR068769A1 (en)
CL (1) CL2008003000A1 (en)
JO (1) JO3022B1 (en)
PE (1) PE20090963A1 (en)
TW (1) TWI445713B (en)

Also Published As

Publication number Publication date
PE20090963A1 (en) 2009-07-13
JO3022B1 (en) 2016-09-05
TWI445713B (en) 2014-07-21
TW200936604A (en) 2009-09-01
CL2008003000A1 (en) 2009-10-16

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