KR850001739A - 티아졸리딘 유도체의 제조방법 - Google Patents

티아졸리딘 유도체의 제조방법 Download PDF

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KR850001739A
KR850001739A KR1019840005314A KR840005314A KR850001739A KR 850001739 A KR850001739 A KR 850001739A KR 1019840005314 A KR1019840005314 A KR 1019840005314A KR 840005314 A KR840005314 A KR 840005314A KR 850001739 A KR850001739 A KR 850001739A
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benzyl
hydroxy
ylmethoxy
group
thiazolidine
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KR1019840005314A
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KR890000370B1 (ko
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다까오(외 4) 요시오까
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가와무라 요시부미
상꾜 가부시끼가이샤
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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Abstract

내용 없음

Description

티아졸리딘 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (8)

  1. (a) 하기 일반식(Ⅱ)의 할로프로피온산 유도체를 티오우레아와 반응시켜 하기일반식(Ⅲ)의 화합물을 제조하고,
    (b) 필요하다면, 상기 화합물을 가수분해(선택적)하여 하기일반식(Ⅰ)의 화합물을 제조하고,
    (c) 임의로, W가 ＞C=O기를 나타낼 때, 상기 단계(a) 또는 단계 (b)에서 제조된 화합물을 환원시켜 W가 ＞CH-OH기를 나타내는 화합물을 제조하고,
    (d) 임의로, W가 ＞CH=OH기를 나타낼 때, 이 화합물을 아실화하여 W가 ＞CH-OH6'의 기(식중 R6는 수소원자를 제외하고 R6에서 정의한 바와 같다)를 나타내는 화합물을 수득하고,
    (e) 필요하다면, 생성물을 염화시킴을 특징으로 하는 하기일반식(Ⅰ)의 화합물 및 약학적으로 수용할 수 있는 그의 염의 제조방법.
    [상기 식들중, R1및 R2는 같거나 서로 다르며, 각각 수소원자 또는 C1~C|5아킬기를 나타내고, R3는 수소원자, C1~C5지방족아실기, 지환족아실기, 방향족아실기, 복소환아실기, 아르지방족아실기,(C1~C6알콕시) 카르보닐기 또는 아르알킬옥시카르보닐기를 나타내며;R4및 R5는 같거나, 서로 다르고 각각 수소원자, C1~C|5아킬기 또는 C1~C5알콕시기를 나타내거나, R4및 R5는 함께 C1~C4알킬렌디옥시기를 나타내며;n은 1,2 또는 3이고; W는 -CH2-, ＞CO 또는 ＞CH-OR6기(R6는 R3에서 정의한 원자 또는 기중의 하나를 나타내며, R3과 같거나 서로 다를 수 있다)를 나타내며; Y 및 Z는 같거나 서로 다르고 각각 산소원자 또는 이미노(=NH)기를 나타내며; X는 할로겐원자를 나타내고; A는 시아노기, 카르복시기, 알콕시카르보닐기, 카르바모일기 또는 일반식 -COO(M)m의 기(M은 양이온을 나타내고, m은 양이온 M의 원자가의 역수를 나타낸다)를 나타낸다]
  2. 제1항에 있어서, 단계(a)의 반응이 유기용매존재하에 수행되는 방법.
  3. 제1항에 있어서, 단계(b)의 가수분해가 용매 및 유기산 또는 무기산 중에서 수행되는 방법.
  4. 제1항에 있어서, 단계(c)의 환원이 보로하이드라이드에 의해 수행되는 방법.
  5. 제1항에 있어서, 단계(d)의 아실화가 산할라이드 또는 산수물에 의해 수행되는 방법.
  6. 제1항에 있어서, 단계(e)의 염화가 알칼리금속, 알칼리토금속 또는 3가의 금속의 수산화물 또는 알콕시드에 의해 수행되는 방법.
  7. 제1항에 있어서, 단계(a)의 반응이 유기용매 존재하에 수행되고, 단계(b)의 가수분해가 용매 및 유기산 또는 무기산 중에서 수행되고, 단계(c)의 환원이 브로하이드라이드에 의해 수행되고, 단계(d)의 아실화가 산할라이드 또는 산수물에 의해 수행되고, 단계(e)의 염화가 알칼리금속, 알칼리토금속 또는 3가의 금속의 수산화물 또는 알콕시드에 의해 수행되는 방법.
  8. 제1항에 있어서, 화합물(Ⅰ)이 5-[4-(6-히드록시-2,5,7,8-테트라메틸크로만-2-일 메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(2-에틸-6-히드록시-5,7,8-트리메틸크로만-2-일 메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(6-히드록시-5,7,8-트리메틸크로만-2-일 메톡시)벤질]티아졸리딘-2,4-디온, 5-{4-[2-(6-히드록시-2,5,7,8-테트라메틸크로만-2-일) 에톡시]벤질}티아졸리딘-2,4-디온, 5-{4-[2-(7-t-부틸-6-히드록시-2-메틸크로만-2-일)에톡시]벤질}티아졸리딘-2,4-디온, 5-{4-[2-(6-히드록시-7,8-디메톡시-2,5-디메틸크로만-2-일)에톡시]벤질}티아졸리딘-2,4-디온, 5-[4-(6-히드록시-2,7-디메틸크로만-2-일메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(6-히드록시-2-이소부틸-,5,7,8-트리메틸크로만-2-일메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(6-히드록시-2,5,7,8-테트라메틸크로만-2-일메톡시)벤질]-2-이미노티아졸리딘-4-온, 5-[4-(7-t-부틸-6-히드록시-2-메틸크로만-2-일메톡시)벤질]-2-이미노티아졸리딘-4-온, 5-[4-(2-에틸-6-히드록시-5,7,8-트리메틸크로만-2-일메톡시)벤질]-2-이미노티아졸리딘-4-온, 5-[4-(6-히드록시-5,7,8-트리메틸크로만-2-일메톡시)벤질]-2-이미노티아졸리딘-4-온, 5-[4-(6-히드록시-2,7-디메틸크로만-2-일메톡시)벤질]-2-이미노티아졸리딘-4-온, 5-[4-(6-아세톡시-2,5,7,8-테트라메틸크로만-2-일메톡시)벤질]티아졸리딘-2,4-디온 5-[4-(6-부티릴옥시-2,5,7,8-테트라메틸크로만-2-일메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(2,5,7,8-테트라메틸-6-니코티노일옥시크로만-2-일메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(6-히드록시-2,5,7,8-테트라메틸-4-옥소크로만-2-일메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(7-t-부틸-6-히드록시-2-메틸-4-옥소크로만-2-일메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(6-히드록시-2-이소부틸-5,7,8-트리메틸-4-옥소크로만-2-일메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(6-히드록시-2-이소부틸-5,7,8-트리메틸--4-옥소크로만-2-일메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(6-히드록시-2-이소부틸-5,7,8-트리메틸-4-옥소크로만-2-일메톡시)벤질]-2-이미노티아졸리딘-4-온, 5-[4-(7-t-부틸-6-히드록시-2-메틸-4-옥소크로만-2-일메톡시)벤질]-2-이미노티아졸리딘-4-온,5-[4-(6-히드록시-2-이소부틸-5,7,8-트리메틸-4-옥소크로만-2-일메톡시)벤질]-2-이미노티아졸리딘-4-온, 5-[4-(6-아세톡시-2,5,7,8-테트라메틸-4-옥소크로만-2-일메톡시)벤질]티아졸리딘-2,4-디온, 5-[4-(6-아세톡시-5,7,8-트리메틸크로만-2-일메톡시)벤질]-2-이미노티아졸리딘-4-온, 5-{4-[2-(6-아세톡시-7-t-부틸-2-메틸크로만-2-일)에톡시]벤질}-2-이미노티아졸리딘-4-온, 5-{4-[2-(6-아세톡시-7,8-디메톡시-2,5-디메틸크로만-2-일)에톡시]벤질}-2-이미노티아졸리딘-4-온 및 그의 약학적으로 수용할 수 있는 염의 군에서 선택된 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840005314A 1983-08-30 1984-08-30 티아졸리딘 유도체의 제조방법 KR890000370B1 (ko)

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JP158375/1983 1983-08-30
JP58158375A JPS6051189A (ja) 1983-08-30 1983-08-30 チアゾリジン誘導体およびその製造法
JP158375/83 1983-08-30

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KR850001739A true KR850001739A (ko) 1985-04-01
KR890000370B1 KR890000370B1 (ko) 1989-03-15

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US (1) US4572912A (ko)
EP (1) EP0139421B1 (ko)
JP (1) JPS6051189A (ko)
KR (1) KR890000370B1 (ko)
AT (1) ATE33838T1 (ko)
AU (1) AU570067B2 (ko)
CA (1) CA1263395A (ko)
DE (1) DE3470742D1 (ko)
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ES (1) ES8607297A1 (ko)
FI (1) FI80693C (ko)
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EP0139421A1 (en) 1985-05-02
ES8607297A1 (es) 1986-05-16
FI843422A (fi) 1985-03-01
CA1263395A (en) 1989-11-28
DK164701C (da) 1992-12-21
JPH0231079B2 (ko) 1990-07-11
AU3255984A (en) 1985-03-07
FI80693B (fi) 1990-03-30
DK415184D0 (da) 1984-08-30
KR890000370B1 (ko) 1989-03-15
FI80693C (fi) 1990-07-10
IE842217L (en) 1985-02-28
DK415184A (da) 1985-03-01
AU570067B2 (en) 1988-03-03
EP0139421B1 (en) 1988-04-27
FI843422A0 (fi) 1984-08-30
ATE33838T1 (de) 1988-05-15
ES535552A0 (es) 1986-05-16
IE58036B1 (en) 1993-06-16
JPS6051189A (ja) 1985-03-22
US4572912A (en) 1986-02-25
DK164701B (da) 1992-08-03
DE3470742D1 (en) 1988-06-01

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