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WO2012018235A3 - 수율 및 순도가 개선된 데시타빈의 제조방법 - Google Patents

수율 및 순도가 개선된 데시타빈의 제조방법 Download PDF

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Publication number
WO2012018235A3
WO2012018235A3 PCT/KR2011/005724 KR2011005724W WO2012018235A3 WO 2012018235 A3 WO2012018235 A3 WO 2012018235A3 KR 2011005724 W KR2011005724 W KR 2011005724W WO 2012018235 A3 WO2012018235 A3 WO 2012018235A3
Authority
WO
WIPO (PCT)
Prior art keywords
purity
decitabine
preparing
improved yield
present
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.)
Ceased
Application number
PCT/KR2011/005724
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English (en)
French (fr)
Other versions
WO2012018235A2 (ko
Inventor
김광일
오상봉
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.)
KPX LIFE SCIENCE CO Ltd
Original Assignee
KPX LIFE SCIENCE CO 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 KPX LIFE SCIENCE CO Ltd filed Critical KPX LIFE SCIENCE CO Ltd
Publication of WO2012018235A2 publication Critical patent/WO2012018235A2/ko
Publication of WO2012018235A3 publication Critical patent/WO2012018235A3/ko
Anticipated expiration legal-status Critical
Ceased 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Saccharide Compounds (AREA)

Abstract

본 발명은 순도 및 수율이 개선된 데시타빈의 제조방법에 관한 것으로, 더욱 구체적으로는 1,3,5-트리아세틸-2-디옥시라이보스와 실릴기가 도입된 5-아자시토신을 티엠에스오트리플레이트 루이스 산의 존재하에 메틸렌클로라이드 또는 EDC 용매에서 반응시키는 단계(단계 1). 상기 단계 1에서 얻은 반응 생성물을 재결정화 용매로서 에틸아세테이트를 사용하여 결정화된 중간 생성물을 얻는 단계(단계 2); 및 상기 단계 2에서 얻은 결정화된 중간 생성물로부터 아세틸기가 탈보호된 최종 생성물인 데시타빈을 얻는 단계(단계 3)를 포함하여 이루어지는 수율 및 순도가 개선된 데시타빈의 제조방법에 관한 것이다. 본 발명에 의하면, 종래에 언급되지 않은 출발물질과 그의 합성방법을 사용하여 이성질체의 형성을 최소화시킬 수 있고, 또한 전구체를 보호된 아민의 형태가 아닌, 자유 아민(free amine) 형태로 결정화된 새로운 전구체를 경유하여 최종 제품 순도를 99.5% 이상으로 높일 수 있으므로 고순도, 고수율의 데시타빈을 제조하는데 유용하게 사용될 수 있다.
PCT/KR2011/005724 2010-08-05 2011-08-04 수율 및 순도가 개선된 데시타빈의 제조방법 Ceased WO2012018235A2 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2010-0075554 2010-08-05
KR1020100075554A KR101241321B1 (ko) 2010-08-05 2010-08-05 수율 및 순도가 개선된 데시타빈의 제조방법

Publications (2)

Publication Number Publication Date
WO2012018235A2 WO2012018235A2 (ko) 2012-02-09
WO2012018235A3 true WO2012018235A3 (ko) 2012-05-03

Family

ID=45559932

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2011/005724 Ceased WO2012018235A2 (ko) 2010-08-05 2011-08-04 수율 및 순도가 개선된 데시타빈의 제조방법

Country Status (2)

Country Link
KR (1) KR101241321B1 (ko)
WO (1) WO2012018235A2 (ko)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103897008A (zh) * 2012-12-28 2014-07-02 石药集团中奇制药技术（石家庄）有限公司 一种地西他滨及其中间体的制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20060008297A (ko) * 2003-03-20 2006-01-26 마이크로 바이올로지카 퀴미카 이 파마슈티카 리미티드 2'-데옥시-β-Ｌ-뉴클레오시드의 제조방법
WO2006099132A1 (en) * 2005-03-11 2006-09-21 Supergen, Inc. Azacytosine analogs and derivatives
WO2010017547A1 (en) * 2008-08-08 2010-02-11 Scinopharm Taiwan Ldt. Process for making 5-azacytosine nucleosides and their derivatives
KR20100064387A (ko) * 2007-10-10 2010-06-14 시락 아게 2'-데옥시-5-아자시티딘 (데시타빈) 제조방법

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20060008297A (ko) * 2003-03-20 2006-01-26 마이크로 바이올로지카 퀴미카 이 파마슈티카 리미티드 2'-데옥시-β-Ｌ-뉴클레오시드의 제조방법
WO2006099132A1 (en) * 2005-03-11 2006-09-21 Supergen, Inc. Azacytosine analogs and derivatives
KR20100064387A (ko) * 2007-10-10 2010-06-14 시락 아게 2'-데옥시-5-아자시티딘 (데시타빈) 제조방법
WO2010017547A1 (en) * 2008-08-08 2010-02-11 Scinopharm Taiwan Ldt. Process for making 5-azacytosine nucleosides and their derivatives

Also Published As

Publication number Publication date
KR101241321B1 (ko) 2013-03-11
WO2012018235A2 (ko) 2012-02-09
KR20120013537A (ko) 2012-02-15

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