CA2237730C - Method and compositions for the synthesis of dioxolane nucleosides with .beta.-configuration - Google Patents

Method and compositions for the synthesis of dioxolane nucleosides with .beta.-configuration Download PDF

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Publication number
CA2237730C
CA2237730C CA002237730A CA2237730A CA2237730C CA 2237730 C CA2237730 C CA 2237730C CA 002237730 A CA002237730 A CA 002237730A CA 2237730 A CA2237730 A CA 2237730A CA 2237730 C CA2237730 C CA 2237730C
Authority
CA
Canada
Prior art keywords
process according
group
formula
alkyl
hydrogen
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Lifetime
Application number
CA002237730A
Other languages
English (en)
French (fr)
Other versions
CA2237730A1 (en
Inventor
Tarek Mansour
Alex Cimpoia
Krzysztof Bednarski
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shire Canada Inc
Original Assignee
Shire BioChem Inc
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 Shire BioChem Inc filed Critical Shire BioChem Inc
Publication of CA2237730A1 publication Critical patent/CA2237730A1/en
Application granted granted Critical
Publication of CA2237730C publication Critical patent/CA2237730C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • 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)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
CA002237730A 1995-12-14 1996-12-13 Method and compositions for the synthesis of dioxolane nucleosides with .beta.-configuration Expired - Lifetime CA2237730C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB9525606.1 1995-12-14
GBGB9525606.1A GB9525606D0 (en) 1995-12-14 1995-12-14 Method and compositions for the synthesis of dioxolane nucleosides with › - configuration
PCT/CA1996/000845 WO1997021706A1 (en) 1995-12-14 1996-12-13 METHOD AND COMPOSITIONS FOR THE SYNTHESIS OF DIOXOLANE NUCLEOSIDES WITH β-CONFIGURATION

Publications (2)

Publication Number Publication Date
CA2237730A1 CA2237730A1 (en) 1997-06-19
CA2237730C true CA2237730C (en) 2001-12-04

Family

ID=10785435

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002237730A Expired - Lifetime CA2237730C (en) 1995-12-14 1996-12-13 Method and compositions for the synthesis of dioxolane nucleosides with .beta.-configuration

Country Status (27)

Country Link
US (4) US5922867A (enExample)
EP (1) EP0970074B1 (enExample)
JP (1) JP3229990B2 (enExample)
KR (1) KR100406159B1 (enExample)
CN (1) CN1080263C (enExample)
AP (1) AP879A (enExample)
AT (1) ATE214699T1 (enExample)
AU (1) AU706328B2 (enExample)
BR (1) BR9612351A (enExample)
CA (1) CA2237730C (enExample)
DE (1) DE69620042T2 (enExample)
DK (1) DK0970074T3 (enExample)
EA (1) EA000844B1 (enExample)
ES (1) ES2172697T3 (enExample)
GB (1) GB9525606D0 (enExample)
HU (1) HU224076B1 (enExample)
IL (3) IL144155A (enExample)
IN (1) IN187349B (enExample)
MX (1) MX9804701A (enExample)
NO (1) NO309901B1 (enExample)
NZ (1) NZ323855A (enExample)
OA (1) OA11094A (enExample)
PL (1) PL188447B1 (enExample)
PT (1) PT970074E (enExample)
TW (1) TW341574B (enExample)
WO (1) WO1997021706A1 (enExample)
ZA (1) ZA9610544B (enExample)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2285577A1 (en) 1997-04-07 1998-10-15 Triangle Pharmaceuticals, Inc. Compositions containing mkc-442 in combination with other antiviral agents
CA2340214C (en) 1998-08-12 2007-10-30 Triangle Pharmaceuticals, Inc. Method of manufacture of 1,3-oxathiolane nucleosides
US6979561B1 (en) * 1998-10-09 2005-12-27 Gilead Sciences, Inc. Non-homogeneous systems for the resolution of enantiomeric mixtures
IL143867A0 (en) 1998-12-23 2002-04-21 Shire Biochem Inc Antiviral nucleoside analogues
AU2653200A (en) * 1999-02-11 2000-08-29 Biochem Pharma Inc. Stereoselective synthesis of nucleoside analogues
WO2001022950A2 (en) * 1999-09-24 2001-04-05 Shire Biochem Inc. Diosolane nucleoside analogs for the treatment or prevention of viral infection
CA2389745C (en) * 1999-11-04 2010-03-23 Shire Biochem Inc. Method for the treatment or prevention of flaviviridae viral infection using nucleoside analogues
BR0104461A (pt) * 2000-02-10 2002-08-06 Mitsui Chemicals Inc Processo seletivo para produzir um anÈmero a partir de um derivado de sacarìdeo 1-fosforilado e processo para produzir um nucleosìdeo
WO2001058894A1 (en) * 2000-02-11 2001-08-16 Shire Biochem Inc. Stereoselective synthesis of nucleoside analogues
WO2002051852A1 (fr) * 2000-12-27 2002-07-04 Mitsui Chemicals, Inc. Procede de production d'un derive de saccharide non naturel
ATE383355T1 (de) * 2001-03-01 2008-01-15 Abbott Lab Polymorph und andere kristallinische formen von zusammen-ftc
AU2002329970A1 (en) * 2001-09-04 2003-03-18 Isis Pharmaceuticals, Inc. Pyrrolo(2,3-d)pyrimidines for inhibiting rna-dependent rna viral polymerase
CA2465682A1 (en) * 2001-11-02 2003-05-08 Shire Biochem Inc. Methods of treating leukemia
BR0214944A (pt) * 2001-12-14 2005-06-07 Pharmasset Ltd Nucleosìdeos de n4-acilcitosina para o tratamento de infecções virais
EP1467990B1 (en) * 2002-01-25 2012-03-07 Shire BioChem Inc. Process for producing dioxolane nucleoside analogue precursors
MXPA05001451A (es) 2002-08-06 2005-09-30 Pharmasset Ltd Procesos para preparar nucleosidos de 1,3-dioxolano.
WO2005108442A1 (en) 2002-10-15 2005-11-17 Exxonmobil Chemical Patents Inc. Polyolefin adhesive compositions and articles made therefrom
DE10335061B4 (de) * 2003-07-31 2005-11-17 Wacker-Chemie Gmbh Verfahren zur Herstellung von OH-geschützten [4-(2,6-damino-9H-purin-9-yl)-1,3-dioxolan-2-yl]methanol-Derivaten
KR101157468B1 (ko) 2004-02-03 2012-07-06 에모리 유니버시티 1,3-디옥솔란 뉴클레오시드 제조방법
US7749531B2 (en) * 2005-06-08 2010-07-06 Indicator Systems International Apparatus and method for detecting bacterial growth beneath a wound dressing
BRPI0813036A2 (pt) * 2007-07-30 2017-10-24 Rfs Pharma Llc processo estereosseletivo para preparar derivados do nucleosídeo dioxolana de purina.
CN101862676B (zh) * 2009-04-17 2012-01-25 中国石油化工股份有限公司 大孔径sba-15介孔材料-三氟甲磺酸铜复合催化剂、制备方法及应用
CN103288806A (zh) * 2013-07-02 2013-09-11 山东大学 一种曲沙他滨的合成方法
WO2018022263A1 (en) 2016-07-29 2018-02-01 Exxonmobil Chemical Patents Inc. Polymerization processes using high molecular weight polyhydric quenching agents
WO2019245444A1 (en) 2018-06-21 2019-12-26 Medivir Ab Base-modified cytidine nucleotides for leukemia therapy
JP7337539B2 (ja) * 2018-06-21 2023-09-04 メディヴィル・アクチエボラーグ 白血病療法のための塩基修飾シチジンヌクレオチド

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5276151A (en) * 1990-02-01 1994-01-04 Emory University Method of synthesis of 1,3-dioxolane nucleosides
BR9302431A (pt) * 1992-06-22 1994-01-11 Lilly Co Eli Processo de glicosilacao de anion estereosseletivo

Also Published As

Publication number Publication date
AU1089397A (en) 1997-07-03
NO309901B1 (no) 2001-04-17
DE69620042D1 (de) 2002-04-25
IL124663A (en) 2001-10-31
BR9612351A (pt) 1999-07-13
HUP9901050A2 (hu) 2001-04-28
NZ323855A (en) 1999-11-29
JP3229990B2 (ja) 2001-11-19
AP9801252A0 (en) 1998-06-30
IL124663A0 (en) 1998-12-06
NO982716L (no) 1998-06-12
PL188447B1 (pl) 2005-02-28
HK1017886A1 (en) 1999-12-03
DE69620042T2 (de) 2002-10-17
EP0970074B1 (en) 2002-03-20
IL144155A0 (en) 2002-05-23
ZA9610544B (en) 1997-07-29
IL144155A (en) 2003-07-06
OA11094A (en) 2003-03-13
ATE214699T1 (de) 2002-04-15
US6069250A (en) 2000-05-30
EA199800555A1 (ru) 1999-02-25
KR19990072141A (ko) 1999-09-27
IN187349B (enExample) 2002-03-30
US5922867A (en) 1999-07-13
CN1208414A (zh) 1999-02-17
KR100406159B1 (ko) 2004-11-16
PL327443A1 (en) 1998-12-07
GB9525606D0 (en) 1996-02-14
HU224076B1 (hu) 2005-05-30
DK0970074T3 (da) 2002-07-15
CN1080263C (zh) 2002-03-06
NO982716D0 (no) 1998-06-12
PT970074E (pt) 2002-09-30
MX9804701A (es) 1998-10-31
AP879A (en) 2000-10-02
EA000844B1 (ru) 2000-06-26
TW341574B (en) 1998-10-01
CA2237730A1 (en) 1997-06-19
US20020058670A1 (en) 2002-05-16
ES2172697T3 (es) 2002-10-01
AU706328B2 (en) 1999-06-17
EP0970074A1 (en) 2000-01-12
HUP9901050A3 (en) 2001-05-28
WO1997021706A1 (en) 1997-06-19
JP2000501714A (ja) 2000-02-15
US20030060476A1 (en) 2003-03-27

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Effective date: 20161213