KR860007282A - 시토신 누클레오시드의 제조방법 - Google Patents

시토신 누클레오시드의 제조방법 Download PDF

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KR860007282A
KR860007282A KR1019860001506A KR860001506A KR860007282A KR 860007282 A KR860007282 A KR 860007282A KR 1019860001506 A KR1019860001506 A KR 1019860001506A KR 860001506 A KR860001506 A KR 860001506A KR 860007282 A KR860007282 A KR 860007282A
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South Korea
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carboxylic acid
derived acyl
hydroxy
cytosine
acetyl
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KR1019860001506A
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KR920004486B1 (ko
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미쓰루 가와다
기요하루 마쓰모또
마사아끼 스루시마
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다께다 야꾸힝 고오교 가부시끼가이샤
구라바야시 이꾸시로
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
    • 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

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

Abstract

내용 없음

Description

시토신 누클레오시드의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 퍼아실시토신을 히드록시-보호된 모노사카라이드 또는 시토신 이외의 염기 잔기를 갖는 히드록시-보호된 누클레오시드와 반응시키고, 필요하다면 히드록시-보호기를 제거함을 특징으로 하는 시토신 누클레오시드의 제조방법.
  2. 제 1 항에 있어서, 반응을 루이스산 존재하에 수행함을 특징으로 하는 방법.
  3. 제 1 항에 있어서, 퍼아실시토신이 하기 일반식[Ⅰ]의 N4,O2-디아실시토신 또는 N4,N4,O2-트리아실시토신임을 특징으로 하는 방법.
    (식중,
    R1및 R2는 각각 카르복실산-유레아실기이거나, 또는 R1및 R2중 한개는 카르복실산-유래아실기이고 다른 한개는 수소원자이며 ; 및
    R3는 카르복실산-유래아실기이다.)
  4. 제 1 항에 있어서, 모노사카라이드 또는 누클레오시드의 히드록시-보호기가 카르복실산-유래아실기임을 특징으로 하는 방법.
  5. 제 1 항에 있어서, 퍼아실시토신을 히드록시-보호된 모노사카라이드와 반응시킴을 특징으로 하는 방법.
  6. 제 5 항에 있어서, 모노사카라이드가 D-리보푸라노스임을 특징으로 하는 방법.
  7. 제 1 항에 있어서, N4,O2-디(카르복실산-유래아실) 시토신 또는 N4,N4,O2-트리(카르복실산-유래아실) 시토신을 1,2,3,5-테트라-O-(카르복실산-유래아실)-β-D-리보푸라노스와 루이스 산 존재하에 반응시켜 N4-(카르복실산-유래아실)-2',3',5'-트리-O-(카르복실산-유래아실) 시티딘을 수득함을 특징으로 하는 방법.
  8. 제 7 항에 있어서, 생성된 N4-(카르복실산-유래아실)-2',3',5'-트라-O-(카르복실산-유래아실) 시티딘에 대해 알카리 가수분해를 수행하여 시티딘을 수득함을 특징으로 하는 방법.
  9. 제 8 항에 있어서, 카르복실산-유래아실이 아세틸 또는 벤조일임을 특징으로 하는 방법.
  10. 제 1 항에 있어서, 시토신을 벤조일 할로겐화물과 염기존재하에 반응시켜 퍼벤조일시토신 혼합물을 수득하고, 상기 퍼벤조일시토신 화합물을 1,2,3,5-테트라-O-아세틸-β-D-리보푸라노스와 루이스 산 존재하에 반응시켜 2',3',5'-트라-O-아세틸-N4-벤조일시티딘을 수득한 후, 2',3',5'-트리-O-아세틸-N4-벤조일시티딘에 대해 알카리 가수분해를 수행하여 시티딘을 수득함을 특징으로 하는 방법
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019860001506A 1985-03-05 1986-03-04 시토신 누클레오시드의 제조방법 KR920004486B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP44219 1985-03-05
JP60044219A JPS61204193A (ja) 1985-03-05 1985-03-05 シトシンヌクレオシド類の製造法

Publications (2)

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KR860007282A true KR860007282A (ko) 1986-10-10
KR920004486B1 KR920004486B1 (ko) 1992-06-05

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US (1) US4689404A (ko)
EP (1) EP0193903B1 (ko)
JP (1) JPS61204193A (ko)
KR (1) KR920004486B1 (ko)
CN (1) CN1012366B (ko)
AT (1) ATE53588T1 (ko)
CA (1) CA1262897A (ko)
DE (1) DE3671896D1 (ko)
ES (1) ES8707971A1 (ko)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6393796A (ja) * 1986-10-09 1988-04-25 Shin Etsu Chem Co Ltd ペプチド合成の脱保護基用薬剤
MY164523A (en) 2000-05-23 2017-12-29 Univ Degli Studi Cagliari Methods and compositions for treating hepatitis c virus
NZ547204A (en) 2000-05-26 2008-01-31 Idenix Cayman Ltd Methods and compositions for treating flaviviruses and pestiviruses
US7608600B2 (en) 2002-06-28 2009-10-27 Idenix Pharmaceuticals, Inc. Modified 2′ and 3′-nucleoside prodrugs for treating Flaviviridae infections
NZ537662A (en) 2002-06-28 2007-10-26 Idenix Cayman Ltd 2'-C-methyl-3'-O-L-valine ester ribofuranosyl cytidine for treatment of flaviviridae infections
AU2003248748A1 (en) * 2002-06-28 2004-01-19 Idenix (Cayman) Limited 2'-c-methyl-3'-o-l-valine ester ribofuranosyl cytidine for treatment of flaviviridae infections
KR20050088079A (ko) 2002-11-15 2005-09-01 이데닉스 (케이만) 리미티드 2'-분지형 뉴클레오시드 및 플라비비리다에 돌연변이
CA2509687C (en) 2002-12-12 2012-08-14 Idenix (Cayman) Limited Process for the production of 2'-branched nucleosides
WO2004096149A2 (en) * 2003-04-28 2004-11-11 Idenix (Cayman) Limited Industrially scalable nucleoside synthesis
KR100588741B1 (ko) * 2003-05-23 2006-06-12 엘지전자 주식회사 세탁기의 자동 건조방법
US20050059632A1 (en) * 2003-06-30 2005-03-17 Richard Storer Synthesis of beta-L-2'-deoxy nucleosides
JP5254033B2 (ja) 2005-12-23 2013-08-07 イデニク プハルマセウティカルス，インコーポレイテッド 分岐型ヌクレオシドを調製するための合成中間体の製造方法
US9447137B2 (en) * 2012-11-07 2016-09-20 Nucorion Pharmaceuticals, Inc. Substituted gemcitabine aryl amide analogs
US10435429B2 (en) 2017-10-03 2019-10-08 Nucorion Pharmaceuticals, Inc. 5-fluorouridine monophosphate cyclic triester compounds
US11427550B2 (en) 2018-01-19 2022-08-30 Nucorion Pharmaceuticals, Inc. 5-fluorouracil compounds
CN115605492A (zh) 2020-04-21 2023-01-13 配体制药股份有限公司（Us） 核苷酸前药化合物

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3328388A (en) * 1964-09-02 1967-06-27 Merck & Co Inc Arabinofuranosyl pyrimidines and methods of preparing same
US4211773A (en) * 1978-10-02 1980-07-08 Sloan Kettering Institute For Cancer Research 5-Substituted 1-(2'-Deoxy-2'-substituted-β-D-arabinofuranosyl)pyrimidine nucleosides
US4423212A (en) * 1980-12-18 1983-12-27 The Upjohn Company Nucleosides and process

Also Published As

Publication number Publication date
JPS61204193A (ja) 1986-09-10
CN86101400A (zh) 1986-09-10
DE3671896D1 (de) 1990-07-19
EP0193903A2 (en) 1986-09-10
EP0193903A3 (en) 1988-01-07
EP0193903B1 (en) 1990-06-13
CN1012366B (zh) 1991-04-17
ES552620A0 (es) 1987-09-01
ATE53588T1 (de) 1990-06-15
CA1262897A (en) 1989-11-14
ES8707971A1 (es) 1987-09-01
US4689404A (en) 1987-08-25
KR920004486B1 (ko) 1992-06-05

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