KR830003465A - 콜레스테롤 합성의 치환 피라논 억제제의 제조방법 - Google Patents

콜레스테롤 합성의 치환 피라논 억제제의 제조방법 Download PDF

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Publication number
KR830003465A
KR830003465A KR1019800003182A KR800003182A KR830003465A KR 830003465 A KR830003465 A KR 830003465A KR 1019800003182 A KR1019800003182 A KR 1019800003182A KR 800003182 A KR800003182 A KR 800003182A KR 830003465 A KR830003465 A KR 830003465A
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South Korea
Prior art keywords
alkyl
haloalkyl
phenyl
halogen
hydrogen
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KR1019800003182A
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KR840002170B1 (ko
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케이.윌라드 알빈
씨.노벨로 프레트릭
에프.호프만 윌리암
제이.크라고 에드워드
Original Assignee
제임스 에프.너우톤
맬크 앤드 캄파니 인코포레이티드
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Publication of KR830003465A publication Critical patent/KR830003465A/ko
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/30—Oxygen atoms, e.g. delta-lactones
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C67/347—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to unsaturated carbon-to-carbon bonds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pyrane Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Steroid Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

내용 없음

Description

콜레스테롤 합성의 치환 피라논 억제제의 제조방법.
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (1)

  1. 본문에 상술한 바와 같이, 아세토아세트산 에스테르의 디안이온을 다음 일반식(가)의 알테히드와 알돌축합한 다음 3-케토기를 히이드록실로 환원하고, 에스테르를 검화하고, 6-하이드록실로 카복실을 락톤화하고, 필요에 따라 가교기 E에 있는 이중 결합을 제거하고, 시스 및 트란스 포도산염을 분리한 다음 그로부터 4(R) 트란스 에난티오머를 분리하는 것으로 구성된 다음 일반식(Ⅰ)의 신규 화합물을 제조하는 방법.
    식중
    A는 수소,
    E는 직접 결합 ; -CH2-; -CH2-CH2-; -CH2-CH2--CH2- 또는 CH=CH-, R1, R2및 R3는 각각 수소; 할로겐; C1-4알킬; C1-4할로알킬; 페닐; 할로겐, C1-4알콕시, C2-8알카노일옥시, C1-4알킬, 또는 C1-4할로알킬에 의하여 치환된 페닐; 및 OR4로 선택되며,
    R4는 수소 : C2-8알카노일; 벤조일; 페닐; 할로페닐; 페닐알킬; C1-3알킬; 신나밀; C1-9할로알킬; 알릴; 사이클로알킬-C1-3알킬; 아단만틸 C1-3알킬; 또는 치환기가 할로겐, C1-4알콕시,C1-4알킬, 또는 C1-3할로알킬로부터 선택되는 치환페닐 C-3알킬 이다.
    ※참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019800003182A 1979-08-17 1980-08-11 치환 피라논 콜레스테롤 합성 억제제의 제조방법 KR840002170B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US6757479A 1979-08-17 1979-08-17
US67574 1979-08-17

Publications (2)

Publication Number Publication Date
KR830003465A true KR830003465A (ko) 1983-06-20
KR840002170B1 KR840002170B1 (ko) 1984-11-26

Family

ID=22076933

Family Applications (1)

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KR1019800003182A KR840002170B1 (ko) 1979-08-17 1980-08-11 치환 피라논 콜레스테롤 합성 억제제의 제조방법

Country Status (24)

Country Link
EP (1) EP0024348B1 (ko)
JP (1) JPS5645470A (ko)
KR (1) KR840002170B1 (ko)
AT (1) ATE16487T1 (ko)
AU (1) AU6108580A (ko)
CA (1) CA1137989A (ko)
CS (1) CS219921B2 (ko)
DD (1) DD152558A5 (ko)
DE (1) DE3071230D1 (ko)
DK (1) DK353680A (ko)
ES (1) ES494301A0 (ko)
FI (1) FI802582A (ko)
GR (1) GR69938B (ko)
HU (1) HU182190B (ko)
IE (1) IE50789B1 (ko)
IL (1) IL60751A (ko)
MA (1) MA18929A1 (ko)
NO (1) NO155491C (ko)
NZ (1) NZ194557A (ko)
PL (2) PL127979B1 (ko)
PT (1) PT71672B (ko)
YU (1) YU207180A (ko)
ZA (1) ZA805016B (ko)
ZW (1) ZW19080A1 (ko)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4440927A (en) * 1981-06-19 1984-04-03 Merck & Co., Inc. Process for preparing inhibitors of 3-hydroxy-3-methylglutaryl coenzyme A reductase via a chiral synthon
EP0068038B1 (en) * 1981-06-29 1985-09-25 Merck & Co. Inc. (+)-(4r,6s)-(e)-6-(2-(4'-fluoro-3,3',5-trimethyl-(1,1'-biphenyl)-2-yl)ethenyl)-3,4,5,6-tetrahydro-4-hydroxy-2h-pyran-2-one, a process for preparing and a pharmaceutical composition containing the same
US4588820A (en) * 1984-06-11 1986-05-13 Merck & Co., Inc. Process for epimerization at C6 of 3,4,5,6-tetrahydro-2H-pyran-2-one
US4647576A (en) * 1984-09-24 1987-03-03 Warner-Lambert Company Trans-6-[2-(substitutedpyrrol-1-yl)alkyl]-pyran-2-one inhibitors of cholesterol synthesis
DE3615620A1 (de) * 1986-05-09 1987-11-12 Hoechst Ag 4(r)-substituierte 6(s)-phenoxymethyl-, 6(s)-(beta)-phenylaethyl-und 6(s)-(beta)-styryl-tetrahydropyran-2-one, ein hochstereoselektives verfahren zu ihrer herstellung, pharmazeutische praeparate auf basis dieser verbindungen und ihre verwendung
US4898949A (en) * 1987-02-25 1990-02-06 Bristol-Myers Company Intermediates for the preparation of antihypercholesterolemic tetrazole compounds
US4897490A (en) * 1987-02-25 1990-01-30 Bristol-Meyers Company Antihypercholesterolemic tetrazole compounds
US5169976A (en) * 1987-11-25 1992-12-08 Pfizer Inc. N-(biphenylmethyl)-3-hydroxyglutaramic acid and derivatives as hypocholesterolemic agents
FI94339C (fi) 1989-07-21 1995-08-25 Warner Lambert Co Menetelmä farmaseuttisesti käyttökelpoisen /R-(R*,R*)/-2-(4-fluorifenyyli)- , -dihydroksi-5-(1-metyylietyyli)-3-fenyyli-4-/(fenyyliamino)karbonyyli/-1H-pyrroli-1-heptaanihapon ja sen farmaseuttisesti hyväksyttävien suolojen valmistamiseksi
US5093363A (en) * 1989-08-22 1992-03-03 Shionogi & Co., Ltd. 2,4,6-substituted phenol derivatives
JP3171931B2 (ja) * 1992-06-02 2001-06-04 高砂香料工業株式会社 （Ｒ）−（−）−４−シアノ−３−ヒドロキシ酪酸ｔ−ブチルエステル及びその製造方法
IL129871A (en) * 1994-05-06 2003-11-23 Pharmacia & Upjohn Inc Process for preparing 4-phenyl-substituted octanoyl-oxazolidin-2-one intermediates that are useful for preparing pyran-2-ones useful for treating retroviral infections
RU2563831C1 (ru) * 2014-10-13 2015-09-20 Федеральное государственное бюджетное учреждение науки Иркутский институт химии им. А.Е. Фаворского Сибирского отделения Российской академии наук Применение протатран 4-хлор-2-метилфеноксиацетата (хлоркрезацина) для угнетения активности холестеролэстеразы
WO2016161085A1 (en) 2015-04-01 2016-10-06 Cedars-Sinai Medical Center Anti-methanogenic lovastatin analogs or derivatives and uses thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS53147073A (en) * 1977-05-24 1978-12-21 Sankyo Co Ltd Mevalonolactone derivatives
JPS5559180A (en) * 1978-10-30 1980-05-02 Sankyo Co Ltd 4-hydroxy-2-pyrone ring compound, its preparation, and remedy for hyperlipemia comprising it as active constituent

Also Published As

Publication number Publication date
YU207180A (en) 1983-02-28
DK353680A (da) 1981-02-19
JPS5645470A (en) 1981-04-25
IL60751A0 (en) 1980-10-26
PL127979B1 (en) 1983-12-31
ATE16487T1 (de) 1985-11-15
ZW19080A1 (en) 1982-03-17
MA18929A1 (fr) 1981-04-01
NO155491C (no) 1987-04-08
NO155491B (no) 1986-12-29
PT71672A (en) 1980-09-01
PL226285A1 (ko) 1981-03-27
CS219921B2 (en) 1983-03-25
JPH0257550B2 (ko) 1990-12-05
AU6108580A (en) 1981-02-19
EP0024348B1 (en) 1985-11-13
PT71672B (en) 1982-01-22
IE50789B1 (en) 1986-07-23
DE3071230D1 (en) 1985-12-19
IE801732L (en) 1981-02-17
ES8106152A1 (es) 1981-07-16
NZ194557A (en) 1984-09-28
GR69938B (ko) 1982-07-21
EP0024348A1 (en) 1981-03-04
FI802582A (fi) 1981-02-18
NO802431L (no) 1981-02-18
ES494301A0 (es) 1981-07-16
KR840002170B1 (ko) 1984-11-26
DD152558A5 (de) 1981-12-02
PL132249B1 (en) 1985-02-28
ZA805016B (en) 1982-03-31
IL60751A (en) 1985-04-30
CA1137989A (en) 1982-12-21
HU182190B (en) 1983-12-28

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