BRPI0412031A - sìntese de beta-l-2'-deóxi-nucleosìdeos - Google Patents

sìntese de beta-l-2'-deóxi-nucleosìdeos

Info

Publication number
BRPI0412031A
BRPI0412031A BRPI0412031-0A BRPI0412031A BRPI0412031A BR PI0412031 A BRPI0412031 A BR PI0412031A BR PI0412031 A BRPI0412031 A BR PI0412031A BR PI0412031 A BRPI0412031 A BR PI0412031A
Authority
BR
Brazil
Prior art keywords
synthesis
furanosyl
deoxynucleoside
hydro
preparation
Prior art date
Application number
BRPI0412031-0A
Other languages
English (en)
Inventor
Richard Storer
Adel Moussa
Jing Yang Wang
Narayan Chaudhuri
Steven Mathieu
Alistair Stewart
Original Assignee
Idenix Cayman Ltd
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
Application filed by Idenix Cayman Ltd filed Critical Idenix Cayman Ltd
Publication of BRPI0412031A publication Critical patent/BRPI0412031A/pt

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C07H19/09—Pyrimidine radicals with arabinosyl as the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/08—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals directly attached to carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C07H19/073—Pyrimidine radicals with 2-deoxyribosyl as the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H9/00—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical
    • C07H9/02—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical the hetero ring containing only oxygen as ring hetero atoms
    • C07H9/04—Cyclic acetals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H9/00—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical
    • C07H9/06—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical the hetero ring containing nitrogen as ring hetero atoms
    • 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

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

"SìNTESE DE <225>-L-2<39> -DEóXI-NUCLEOSìDEOS". um processo aperfeiçoado para o preparo de nucleosídeos 2<39>-modificados e 2<39>-deóxi-nucleosídeos, tais como <225>-L-2<39>-deóxi-timidina (LdT) é proporcionado. Em particular, o processo aperfeiçoado é dirigido à síntese de um 2<39> -deóxinucleosídeo que pode utilizar diferentes materiais de iniciação, mas que se processa via um intermediário de cloro-açúcar ou via um intermediário de 2,2<39>-anidro-1-furanosil-nucleobase. Onde um intermediário de base de 2,2<39>-anidro-1-furanosila é utilizado, um agente de redução, tal como Red-A1, e um agente de captura, tal como 15-crown-5-éter, que causa uma reação de substituição intramolecular e formação do produto de nucleosídeo desejado em bons rendimentos são empregados. Um processo alternativo da presente invenção utiliza um intermediário de base de 2,2<39>-anidro--furanosila sem um agente de captura a fim de proporcionar 2<39>-deóxinucleosídeo em bons rendimentos. Os compostos feitos de acordo com a presente invenção podem ser usados como intermediários no preparo de outros análogos de nucleosídeo ou podem ser usados diretamente como agentes antivirais ou antineoplásicos.
BRPI0412031-0A 2003-06-30 2004-06-30 sìntese de beta-l-2'-deóxi-nucleosìdeos BRPI0412031A (pt)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US48371103P 2003-06-30 2003-06-30
US55861604P 2004-04-01 2004-04-01
PCT/US2004/021281 WO2005003374A2 (en) 2003-06-30 2004-06-30 SYNTHESIS OF β-L-2-DEOXY NUCLEOSIDES

Publications (1)

Publication Number Publication Date
BRPI0412031A true BRPI0412031A (pt) 2006-09-19

Family

ID=33567697

Family Applications (1)

Application Number Title Priority Date Filing Date
BRPI0412031-0A BRPI0412031A (pt) 2003-06-30 2004-06-30 sìntese de beta-l-2'-deóxi-nucleosìdeos

Country Status (12)

Country Link
US (1) US20050059632A1 (pt)
EP (2) EP1639121A4 (pt)
JP (1) JP2007527396A (pt)
KR (1) KR20060035652A (pt)
AU (1) AU2004254620A1 (pt)
BR (1) BRPI0412031A (pt)
CA (1) CA2531412A1 (pt)
MX (1) MXPA06000162A (pt)
NO (1) NO20060469L (pt)
NZ (1) NZ544634A (pt)
RU (2) RU2361875C2 (pt)
WO (1) WO2005003374A2 (pt)

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Also Published As

Publication number Publication date
MXPA06000162A (es) 2006-03-21
EP2157095A2 (en) 2010-02-24
EP1639121A4 (en) 2008-04-16
CA2531412A1 (en) 2005-01-13
WO2005003374A3 (en) 2005-09-01
EP2157095A3 (en) 2010-09-08
RU2006102518A (ru) 2006-07-27
NZ544634A (en) 2009-10-30
AU2004254620A1 (en) 2005-01-13
EP1639121A2 (en) 2006-03-29
RU2361875C2 (ru) 2009-07-20
JP2007527396A (ja) 2007-09-27
US20050059632A1 (en) 2005-03-17
NO20060469L (no) 2006-03-30
WO2005003374A2 (en) 2005-01-13
KR20060035652A (ko) 2006-04-26
RU2009115775A (ru) 2010-10-27

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B08K Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette]

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