KR970707143A - 2'-데옥시-2', 2'-디플루오로뉴클레오시드의 단리 및 정제 방법(Process for Purifying and lsolating 2´-Deoxy-2´, 2´-Difluoronucleosides) - Google Patents

2'-데옥시-2', 2'-디플루오로뉴클레오시드의 단리 및 정제 방법(Process for Purifying and lsolating 2´-Deoxy-2´, 2´-Difluoronucleosides)

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Publication number
KR970707143A
KR970707143A KR1019970703223A KR19970703223A KR970707143A KR 970707143 A KR970707143 A KR 970707143A KR 1019970703223 A KR1019970703223 A KR 1019970703223A KR 19970703223 A KR19970703223 A KR 19970703223A KR 970707143 A KR970707143 A KR 970707143A
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formula
rich
mixture
nucleobase
reaction mixture
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KR1019970703223A
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KR100424990B1 (ko
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타-센 주
로리에 미쉘 포티트
더글라스 팻톤 크젤
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피터 쥐. 스트링거
일라이 릴리 앤드 캄파니
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    • 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
    • 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

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  • 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)
  • Cephalosporin Compounds (AREA)

Abstract

(a) 고비점 용매 중에 R" 및 하기 화학식(IB)의 베타 아노머 풍부 뉴클레오시드를 함유하는 혼합물을 제공하는 단계; (b) 이 혼합물을 에테르, 에스테르 및 니트릴로 이루어진 군으로부터 선택된 유기 용매를 사용하여 희석하는 단계; (c) 희석시킨 반응 혼합물을 산 수용액에 첨가하는 단계; 및 (d) 이와 같이 제조된 산 혼합물을 화학식(IB)에서 W이 W'인 생성물이 침전될 때까지 70℃ 내지 100℃ 온도에 유지하는 단계를 포함하는 베타아노머 풍부 뉴클레오시드의 단리 및 정제 방법이 제공된다.
상기 식에서, X는 각각 독립적으로 히드록시 보호기들로부터 선택되고, R'은 하기 화학식의 핵염기이다.
상기 식에서, W는 아미노 보호기이고, R"은 하기 화학식의 핵염기이다.
상기 식에서, W'는 아미노 보호기 또는 수소이다.

Description

2-데옥시-2', 2'-디플루오로뉴클레오시드의 단리 및 정제 방법(Process for Purifying and lsolating 2'-Deoxy-2', 2'-Difluoronucleosides)
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (7)

  1. (a) 고비점 용매 중에 R" 및 하기 화학식(IB)의 베타 아노머 풍부 뉴클레오시드를 함유하는 혼합물을 제공하는 단계; (b) 이 혼합물을 에테르, 에스테르 및 니트릴로 이루어진 군으로부터 선택된 유기 용매를 사용하여 희석하는 단계; (c) 희석시킨 반응 혼합물을 산 수용액에 첨가하는 단계; 및 (d) 이와 같이 제조된 산 혼합물을 화학식(IB)에서 W이 W'인 생성물이 침전될 때까지 70℃ 내지 100℃ 온도에 유지하는 단계를 포함하는 베타 아노머 풍부 뉴클레오시드의 단리 및 정제 방법.
    상기 식에서, X는 각각 독립적으로 히드록시 보호기들로부터 선택되고, R'은 하기 화학식의 핵염기이고,
    W는 아미노 보호기이고, R"은 하기 화학식의 핵염기이고,
    W'는 아미노 보호기 또는 수소이다.
  2. 제1항에 있어서, 반응 혼합물을 아세토니트릴, 아세트산 에틸 및 테트라히드로푸란을 사용하여 희석시키는 방법.
  3. 제2항에 있어서, 반응 혼합물을 아세토니트릴을 사용하여 희석시키는 방법.
  4. 제1항에 있어서, 산 수용액이 1N 내지 6N 염산인 방법.
  5. 제1항에 있어서, 산 혼합물을 생성물이 침전하는 동안 교반하는 방법.
  6. 제1항에 있어서, 정제한 화학식(IB)의 생성물을 탈블록킹하여 1-(2'-데옥시-2', 2'-디플루오로-D-리보푸라노실-4-아미노피리미딘-2-온으로 명명되는 뉴클레오시드를 형성하는 단계를 추가로 포함하는 방법.
  7. 실질적으로 실시예를 참고로하여 앞서 서술된 베타 아노머 풍부 뉴클레오시드 정제 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019970703223A 1994-11-17 1995-11-01 2'-데옥시-2',2'-디플루오로뉴클레오시드의단리및정제방법 KR100424990B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/340,972 US5606048A (en) 1992-06-22 1994-11-17 Stereoselective glycosylation process for preparing 2'-Deoxy-2', 2'-difluoronucleosides and 2'-deoxy-2'-fluoronucleosides
US08/340,972 1994-11-17

Publications (2)

Publication Number Publication Date
KR970707143A true KR970707143A (ko) 1997-12-01
KR100424990B1 KR100424990B1 (ko) 2004-05-20

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BG101485A (en) 1998-03-31
CN1165519A (zh) 1997-11-19
AU702588B2 (en) 1999-02-25
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TW377356B (en) 1999-12-21
CA2205350A1 (en) 1996-05-30
NO308305B1 (no) 2000-08-28
CO4600741A1 (es) 1998-05-08
YU49446B (sh) 2006-03-03
YU70995A (sh) 1998-09-18
PE50196A1 (es) 1996-11-30
EP0712860B1 (en) 2001-12-05
WO1996016072A1 (en) 1996-05-30
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IL115854A0 (en) 1996-01-31
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PL182052B1 (pl) 2001-10-31
AR001045A1 (es) 1997-09-24
RO118296B1 (ro) 2003-04-30
ATE210142T1 (de) 2001-12-15
IL115854A (en) 2000-07-16
US5606048A (en) 1997-02-25
AU4139396A (en) 1996-06-17
DE69524365T2 (de) 2002-08-14
SK48597A3 (en) 1997-11-05
UA53614C2 (uk) 2003-02-17
JPH10509170A (ja) 1998-09-08
KR100424990B1 (ko) 2004-05-20
EP0712860A2 (en) 1996-05-22
RU2161622C2 (ru) 2001-01-10
CZ148197A3 (en) 1997-08-13
ZA959321B (en) 1997-05-05
DE69524365D1 (de) 2002-01-17
HUT77926A (hu) 1998-11-30
HU219019B (hu) 2001-01-29
BR9509904A (pt) 1997-10-14
NO972214D0 (no) 1997-05-14
DK0712860T3 (da) 2002-03-04
BG62737B1 (bg) 2000-06-30
NO972214L (no) 1997-05-14
CN1044119C (zh) 1999-07-14
MX9703548A (es) 1997-08-30
CA2205350C (en) 2007-09-04

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