MX2007015174A - Proceso para elaborar un sulfonato de 2-desoxi-2,2-difluoro-d-ribo furanosilo enriquecido con alfa-anomero y su uso para elaborar beta nucleosido. - Google Patents

Proceso para elaborar un sulfonato de 2-desoxi-2,2-difluoro-d-ribo furanosilo enriquecido con alfa-anomero y su uso para elaborar beta nucleosido.

Info

Publication number
MX2007015174A
MX2007015174A MX2007015174A MX2007015174A MX2007015174A MX 2007015174 A MX2007015174 A MX 2007015174A MX 2007015174 A MX2007015174 A MX 2007015174A MX 2007015174 A MX2007015174 A MX 2007015174A MX 2007015174 A MX2007015174 A MX 2007015174A
Authority
MX
Mexico
Prior art keywords
deoxy
alpha
making
sulfonate
anomer
Prior art date
Application number
MX2007015174A
Other languages
English (en)
Inventor
George Schloemer
Lung-Hu Wang
Allen Liu
Original Assignee
Scinopharm Taiwan 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 Scinopharm Taiwan Ltd filed Critical Scinopharm Taiwan Ltd
Publication of MX2007015174A publication Critical patent/MX2007015174A/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/048Pyridine radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06Pyrimidine radicals
    • C07H19/073Pyrimidine radicals with 2-deoxyribosyl as the saccharide radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/12Triazine radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/22Pteridine radicals
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design 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)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Un proceso para preparar un sulfonato 2-deoxi-2,2-difluoro-D-ribof uranosilo rico en alfa-anomero, el cual es util como intermediario en la preparacion de un nucleosido beta, tal como gemcitabina, un agente antitumoral. Un sulfonato 2-deoxi-2,2-difluoro-D-ribofuranosilo se calienta y se convierte en un sulfonato alfa-2-deoxi-2,2-difluoro-D-ribofuranosilo en la ausencia de una cantidad eficaz de una sal de sulfonato para facilitar la conversion. Ademas, una mezcla anomerica de un alfa-anomero y un beta-anomero de sulfonato 2-deoxi-2,2-difluoro-D -ribofuranosilo pueden disolverse en una mezcla de agua y un solvente y calentarse para producir un lactol, el cual puede convertirse ademas en un sulfonato 2-deoxi-2,2-difluoro-D-ribofura nosilo rico en alfa-anomero.
MX2007015174A 2005-06-03 2006-05-24 Proceso para elaborar un sulfonato de 2-desoxi-2,2-difluoro-d-ribo furanosilo enriquecido con alfa-anomero y su uso para elaborar beta nucleosido. MX2007015174A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US68759305P 2005-06-03 2005-06-03
PCT/US2006/020131 WO2006132808A1 (en) 2005-06-03 2006-05-24 Process of making an alpha-anomer enriched 2-deoxy-2,2-diflouro-d-ribofuranosyl sulfonate and use thereof for making a beta nucleoside

Publications (1)

Publication Number Publication Date
MX2007015174A true MX2007015174A (es) 2008-04-22

Family

ID=37498755

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2007015174A MX2007015174A (es) 2005-06-03 2006-05-24 Proceso para elaborar un sulfonato de 2-desoxi-2,2-difluoro-d-ribo furanosilo enriquecido con alfa-anomero y su uso para elaborar beta nucleosido.

Country Status (13)

Country Link
US (1) US7572898B2 (es)
EP (1) EP1891087A4 (es)
JP (2) JP5091126B2 (es)
KR (1) KR101171087B1 (es)
CN (1) CN101203525B (es)
AR (1) AR053620A1 (es)
AU (1) AU2006255706B2 (es)
BR (1) BRPI0610950A2 (es)
CA (2) CA2610283C (es)
MX (1) MX2007015174A (es)
NZ (1) NZ563995A (es)
TW (1) TWI322812B (es)
WO (1) WO2006132808A1 (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102140124B (zh) * 2011-02-26 2013-05-15 湖南欧亚生物有限公司 一种新型的卡培他滨的合成工艺
CN109796506A (zh) * 2019-01-28 2019-05-24 江苏八巨药业有限公司 一种吉西他滨关键中间体的制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4526988A (en) * 1983-03-10 1985-07-02 Eli Lilly And Company Difluoro antivirals and intermediate therefor
US5256798A (en) * 1992-06-22 1993-10-26 Eli Lilly And Company Process for preparing alpha-anomer enriched 2-deoxy-2,2-difluoro-D-ribofuranosyl sulfonates
UA41261C2 (uk) * 1992-06-22 2001-09-17 Елі Ліллі Енд Компані Спосіб одержання збагачених бета-аномером нуклеозидів
US5401861A (en) * 1992-06-22 1995-03-28 Eli Lilly And Company Low temperature process for preparing alpha-anomer enriched 2-deoxy-2,2-difluoro-D-ribofuranosyl sulfonates
US5606048A (en) * 1992-06-22 1997-02-25 Eli Lilly And Company Stereoselective glycosylation process for preparing 2'-Deoxy-2', 2'-difluoronucleosides and 2'-deoxy-2'-fluoronucleosides
US5559222A (en) * 1995-02-03 1996-09-24 Eli Lilly And Company Preparation of 1-(2'-deoxy-2',2'-difluoro-D-ribo-pentofuranosyl)-cytosine from 2-deoxy-2,2-difluoro-β-D-ribo-pentopyranose

Also Published As

Publication number Publication date
KR20080031172A (ko) 2008-04-08
EP1891087A1 (en) 2008-02-27
KR101171087B1 (ko) 2012-08-06
WO2006132808A1 (en) 2006-12-14
JP2008542374A (ja) 2008-11-27
CA2610283C (en) 2011-08-30
AU2006255706B2 (en) 2011-06-23
TW200745150A (en) 2007-12-16
TWI322812B (en) 2010-04-01
EP1891087A4 (en) 2008-07-30
CA2689979C (en) 2013-04-23
BRPI0610950A2 (pt) 2010-08-03
CA2610283A1 (en) 2006-12-14
JP5091126B2 (ja) 2012-12-05
JP2012236851A (ja) 2012-12-06
US7572898B2 (en) 2009-08-11
AU2006255706A1 (en) 2006-12-14
CN101203525A (zh) 2008-06-18
AR053620A1 (es) 2007-05-09
CA2689979A1 (en) 2006-12-14
US20060276638A1 (en) 2006-12-07
CN101203525B (zh) 2012-06-13
NZ563995A (en) 2010-01-29

Similar Documents

Publication Publication Date Title
Murakami et al. Medicianal Foodstuffs. XVII. Fenugreek Seed.(3): Structures of New Furostanol-Type Steroid Saponins, Trigoneosides Xa, Xb, XIb, XIIa, XIIb, and XIIIa, from the Seeds of Egyptian Trigonella foenum-graecum L.
Kim et al. Triterpene glycosides from sea cucumbers and their biological activities
MX2007003085A (es) Preparacion de 2'-fluoro-2'-alquilo sustituido u otras ribofuranosil pirimidinas y purinas opcionalmente sustituidas y sus derivados.
KR101005299B1 (ko) 바이러스 감염 및 비정상적인 세포 증식의 치료를 위한 변형된 뉴클레오시드
Bader et al. Further constituents from Caralluma negevensis
MY150408A (en) P-TOLUENE SULFONIC ACID SALT OF 5-AMINO-3-(2'-O-ACETYL-3'-DEOXY-ß-D-RIBOFURANOSYL)-3H-THIAZOLE[4,5-D]PYRIMIDINE-2-ONE AND METHODS FOR PREPARATION
Yin et al. Tremulane sesquiterpenes from cultures of the fungus Phellinus igniarius and their vascular-relaxing activities
MX2007015174A (es) Proceso para elaborar un sulfonato de 2-desoxi-2,2-difluoro-d-ribo furanosilo enriquecido con alfa-anomero y su uso para elaborar beta nucleosido.
Chen et al. Triterpenoid Saponins from Gypsophila altissima L.
Huang et al. Ardisimamillosides G and H, two new triterpenoid saponins from Ardisia mamillata
Mandal et al. Synthesis of a tetrasaccharide related to the triterpenoid saponin Bellisoside isolated from Bellis perennis (compositae)
Ahmed et al. Peganetin, a new branched acetylated tetraglycoside of acacetin from Peganum harmala
Mandal et al. Concise synthesis of two trisaccharides related to the saponin isolated from Centratherum anthelminticum
Chin et al. Three new flavonol glycosides from the aerial parts of Rodgersia podophylla
Antonov et al. New triterpene oligoglycosides from the Caribbean sponge Erylus formosus
Jun-Hua et al. Chemical Constituents from Alchornea trewioides.
Yang et al. Synthesis of oligosaccharide derivatives related to those from sanqi, a Chinese herbal medicine from Panax notoginseng
Ibrahim et al. Calotroposide S, new oxypregnane oligoglycoside from Calotropis procera root bark
Huang et al. Synthesis of oleanolic acid saponins mimicking components of Chinese folk medicine Di Wu
Hu et al. Triterpenoid Saponins from the Stem Bark of Acanthopanax brachypus H ARMS
Wu et al. Chemical constituents of Lavandula augustifolia
Marchand et al. Stereospecific synthesis of unnatural β-L-enantiomers of 2-chloroadenine pentofuranonucleoside derivatives
Jun-peng et al. Studies on Chemical Constituents from Seeds of Paeonia suffruticosa Andr.
Murakami et al. Bioactive saponins and glycosides. XVIII. Nortriterpene and triterpene oligoglycosides from the fresh leaves of Euptelea polyandra Sieb. et Zucc.(2): Structures of eupteleasaponins VI, VI acetate, VII, VIII, IX, X, XI, and XII
Valdivia et al. Toward a novel series of furanopyrimidine nucleoside analogues

Legal Events

Date Code Title Description
FG Grant or registration