CA2362570A1 - Synthese stereoselective d'analogues nucleosidiques - Google Patents

Synthese stereoselective d'analogues nucleosidiques Download PDF

Info

Publication number
CA2362570A1
CA2362570A1 CA002362570A CA2362570A CA2362570A1 CA 2362570 A1 CA2362570 A1 CA 2362570A1 CA 002362570 A CA002362570 A CA 002362570A CA 2362570 A CA2362570 A CA 2362570A CA 2362570 A1 CA2362570 A1 CA 2362570A1
Authority
CA
Canada
Prior art keywords
protease
group
anomer
mixture
formula
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.)
Abandoned
Application number
CA002362570A
Other languages
English (en)
Inventor
Alex Cimpoia
Lana Janes
Romas Kazlauskas
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.)
McGill University
Shire Canada Inc
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2362570A1 publication Critical patent/CA2362570A1/fr
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/005—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of carboxylic acid groups in the enantiomers or the inverse reaction

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Analytical Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne un procédé de fabrication d'analogues nucléosidiques de dioxolane purs au plan stéréochimique. Ledit procédé consiste à utiliser l'enzyme hydrolytique pour la séparation des anomères .beta. et .alpha. d'un mélange anomère représenté par la formule A ou la formule B, dans lesquelles W représente benzyle ou benzoyle ; R¿1? est choisi dans le groupe constitué d'alkyle C¿1-6? et d'aryle C¿6-15?.
CA002362570A 1999-02-11 2000-02-11 Synthese stereoselective d'analogues nucleosidiques Abandoned CA2362570A1 (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US11975699P 1999-02-11 1999-02-11
US60/119,756 1999-02-11
US11988599P 1999-02-12 1999-02-12
US60/119,885 1999-02-12
PCT/CA2000/000144 WO2000047759A1 (fr) 1999-02-11 2000-02-11 Synthese stereoselective d'analogues nucleosidiques

Publications (1)

Publication Number Publication Date
CA2362570A1 true CA2362570A1 (fr) 2000-08-17

Family

ID=26817660

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002362570A Abandoned CA2362570A1 (fr) 1999-02-11 2000-02-11 Synthese stereoselective d'analogues nucleosidiques

Country Status (5)

Country Link
EP (1) EP1151133A1 (fr)
JP (1) JP2002538780A (fr)
AU (1) AU2653200A (fr)
CA (1) CA2362570A1 (fr)
WO (1) WO2000047759A1 (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6583149B1 (en) 1999-09-24 2003-06-24 Biochem Pharma Inc. Method for the treatment or prevention of viral infection using nucleoside analogues
AU1262001A (en) 1999-11-04 2001-05-14 Biochem Pharma Inc. Method for the treatment or prevention of flaviviridae viral infection using nucleoside analogues
JP2003522769A (ja) 2000-02-11 2003-07-29 シェア バイオケム インコーポレーテッド ヌクレオシド類似体の立体選択的合成
WO2002051852A1 (fr) * 2000-12-27 2002-07-04 Mitsui Chemicals, Inc. Procede de production d'un derive de saccharide non naturel
JP4501135B2 (ja) * 2002-11-18 2010-07-14 シェア カナダ インコーポレーテッド ジオキソランヌクレオシド類似体の立体選択的製造方法
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
WO2005074654A2 (fr) 2004-02-03 2005-08-18 Emory University Methodes de fabrication de nucleosides de 1,3-dioxolane

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5190867A (en) * 1986-05-08 1993-03-02 Shell International Petroleum Company, Ltd. Process for the preparation of R-2,2-R1,R2 -1,3-dioxolane-4-methanol
DD277698A1 (de) * 1988-12-06 1990-04-11 Ve Forschungszentrum Biotechno Verfahren zur herstellung von substituierten (s)-1,3-dioxolan-4-carbonsaeureestern aus den racematen
US5283346A (en) * 1989-03-23 1994-02-01 Hoffmann-La Roche Inc. Dioxolanes
US5276151A (en) * 1990-02-01 1994-01-04 Emory University Method of synthesis of 1,3-dioxolane nucleosides
GB9525606D0 (en) * 1995-12-14 1996-02-14 Iaf Biochem Int Method and compositions for the synthesis of dioxolane nucleosides with › - configuration

Also Published As

Publication number Publication date
EP1151133A1 (fr) 2001-11-07
JP2002538780A (ja) 2002-11-19
WO2000047759A1 (fr) 2000-08-17
AU2653200A (en) 2000-08-29

Similar Documents

Publication Publication Date Title
US9073825B2 (en) Methods and intermediates for preparing macrolactams
US6103901A (en) Process for preparing a 2-(2-amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1,3-propanediol derivative
EP0182024A2 (fr) Dérivés de purine et leur utilisation pharmaceutique
WO2012041965A1 (fr) Procédé de production de dialkylphosphotriesters de nucléosides par transestérification enzymatique et déprotection de ceux-ci pour la production de monophosphates de nucléosides
CA2399062C (fr) Synthese stereoselective d'analogues de nucleosides
US5543414A (en) Achiral amino acid acyl esters of ganciclovir and its derivatives
CA2362570A1 (fr) Synthese stereoselective d'analogues nucleosidiques
US6969767B1 (en) Optically active carbonates as precursors of (+)-zopiclone
US8420354B2 (en) Methods to manufacture 1,3-dioxolane nucleosides
US6677120B2 (en) Building blocks for the solution phase synthesis of oligonucleotides
Vince et al. 6-Deoxycarbovir: a xanthine oxidase activated prodrug of carbovir
JP3410452B2 (ja) 光学活性イノシトールトリフォスフェートの製造法
KR100973710B1 (ko) 효소적 방법에 의한 광학활성 엔-치환된 페닐글리신 알킬에스테르의 제조 방법
EP0869185B9 (fr) Préparation d'un composé sphingoide optiquement actif
JP3173850B2 (ja) 光学活性イノシトール誘導体の製造法
FI105813B (fi) Enantiomeerisia välituotteita
EP1668022A1 (fr) Procede d'obtention de derives de nucleosides antiviraux
JPH0690790A (ja) 光学活性１，４−ジヒドロピリジン−３，５−ジカルボン酸・モノエステル誘導体の製造方法
EP1808492A1 (fr) Synthèse de composés intermédiaires pour la préparation de pramipexole
JPH06181797A (ja) １，４−ジヒドロピリジン誘導体の製造法

Legal Events

Date Code Title Description
EEER Examination request
FZDE Discontinued