KR850000426A - 디하이드로 벤조피란 유도체의 제조방법 - Google Patents

디하이드로 벤조피란 유도체의 제조방법 Download PDF

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KR850000426A
KR850000426A KR1019840003570A KR840003570A KR850000426A KR 850000426 A KR850000426 A KR 850000426A KR 1019840003570 A KR1019840003570 A KR 1019840003570A KR 840003570 A KR840003570 A KR 840003570A KR 850000426 A KR850000426 A KR 850000426A
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hydrogen
compound
lower alkyl
acetyl
formula
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KR1019840003570A
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KR920001776B1 (ko
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코헨 노얼 (외 1)
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예안-야퀘스 오가이 마인라트 슈미트
에프. 호프만-라 로슈 앤드 캄파니 아크티엔게젤샤프트
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    • 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
    • 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
    • C07D311/66—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 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 in position 2
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • 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
    • C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
    • C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
    • C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
    • 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
    • C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pulmonology (AREA)
  • Public Health (AREA)
  • Immunology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Feeding And Controlling Fuel (AREA)
  • Discharging, Photosensitive Material Shape In Electrophotography (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Transformer Cooling (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Steroid Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

내용 없음.

Description

디하이드로 벤조피란 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (13)

  1. 다음 일반식(II) 또는 (III)의 화합물을 각각 다음 일반식(IV) 및 (V)의 화합물과 반응시키거나, 다음 일반식(Ic)의 화합물중의 에스테르 그룹을 가수분해시키고, 경우에 따라서 수득한 라세미체를 광학적 활성 이성질체로 분할하고/분할하거나 수득한 일반식(I)의 화합물 [여기에서, R9은 수소이다.]을 염기를 이용하여 약제학적으로 무독한 염으로 전환시킴을 특징으로 하여 다음 일반식(I)의 화합물 및 그의 약제학적으로 무독한 염기와의 염 [일반식(I(중의 R9이 수소인 경우에 염 제조.]을 제조하는 방법.
    상기식에서, R1은 수소 또는 저급알킬이고, R2는 수소 또는 할로겐이고, R3,R4및 R5는 독립적으로 수소, 아실 또는 저급알킬이고 단, R3,R4및 R5중의 하나만이 아실이 될 수 있으며, R6및 R7은 둘다 수소이고, R8은 그룹 -OCCR9이거나, R6는 수소 또는 저급알킬이고, R7은 그룹-(CH2)n-COOR9이고, R8은 수소이고 [그룹-COOR9및 -(CH2)n-COOR9에서, R9은 수소 또는 저급알킬이다.], X는 (3|3-7)-알킬렌이고, n은 0 내지 4의 정수이고, R61및 R71은 둘다 수소이고, R81은 그룹-COOR91이거나, R61은 수소 또는 저급알킬이고, R71은 그룹-(CH2)n-COOR91이고, R81은 수소이고 [그룹-COO91및 -(CH2)n-COOR91에서, R91은 저급알킬이다.]. Z는 할로겐원자이다.
  2. 제1항에 있어서, R6가 수소 또는 저급알킬이고, R7이 그룹-(CH2)n-COOR|9이고, R8이 수소이고, R9및 n이 제1항에서 정의된 것과 같은 방법.
  3. 제1항에 있어서, 다음 일반식(Ib)의 화합물을 제조하는 방법.
    상기식에서, R11은 저급알킬이고, R31은 아실이고, X는 (C3-7)알킬렌이며 n은 0 내지 4의 정수이다.
  4. 제2항에 있어서, R1이 저급알킬이고, R2가 수소이고, R3가 아실이고, R4, R5, R5, 및 R9이 수소인 방법.
  5. 제4항에 있어서, X가 3 내지 5개의 탄소원자를 갖는 알킬렌인 방법.
  6. 제5항에 있어서, R3가 아세틸인 방법.
  7. 제6항에 있어서, R1이 프로필린 방법.
  8. 제1항에 있어서, (라세미체)-6-아세틸-7- [5-(4-아세틸-3-하이드록시-2-프로필페녹시)펜틸옥시]-3,4-디하이드로-2H-1-벤조피란-2-카복실산을 제조하는 방법.
  9. 제1항에 있어서, (라세미체)-7-[3-(4-아세틸-3-하이드록시-2-프로필페녹시)프로폭시]-3,4-디하이드로-2H-1-벤조피란-2-카복실산을 제조하는 방법.
  10. 제1항에 있어서, (라세미체)-6-아세틸-7-[3-(4-아세틸-3-하이드록시-2-프로필페녹시)프로폭시]-2-메틸-8-프로필-2H-1-벤조피란-2-프로판산을 제조하는 방법.
  11. 제1항에 있어서, (라세미체)-6- [3-(4-아세틸-3-하이드록시-2-프로필페녹시)프로폭시]-3,4-디하이드로-2-메틸-2H-1-벤조피란-2-카복실산을 제조하는 방법.
  12. 제1항에 있어서, (라세미체)-7-[3-(4-아세틸-3-하이드록시-2-프로필페녹시)프로폭시]-3,4-디하이드로-8-프로필-2H-1-벤조피란-2-카복실산을 제조하는 방법.
  13. 제1항에 있어서, (라세미체)-6-아세틸-7-[3-(4-아세틸-3-하이드록시-2-프로필페녹시)프로폭시)-3,4-디하이드로-2H-벤조피란-2-카복실산을 제조하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840003570A 1983-06-24 1984-06-23 디하이드로벤조피란 유도체의 제조방법 KR920001776B1 (ko)

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US50738383A 1983-06-24 1983-06-24
US507,383 1983-06-24
US67419385A 1985-01-18 1985-01-18

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KR850000426A true KR850000426A (ko) 1985-02-27
KR920001776B1 KR920001776B1 (ko) 1992-03-02

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US (1) US4650812A (ko)
EP (2) EP0129906B1 (ko)
JP (2) JPS6019782A (ko)
KR (1) KR920001776B1 (ko)
AT (1) ATE34981T1 (ko)
AU (2) AU565490B2 (ko)
BR (1) BR8403068A (ko)
CS (1) CS246085B2 (ko)
DE (1) DE3471933D1 (ko)
DK (1) DK304784A (ko)
ES (2) ES533678A0 (ko)
FI (1) FI87207C (ko)
GR (1) GR82135B (ko)
HU (1) HU202512B (ko)
IL (1) IL72187A (ko)
MC (1) MC1596A1 (ko)
NO (1) NO168643C (ko)
NZ (1) NZ208610A (ko)
PH (1) PH20806A (ko)
PT (1) PT78779A (ko)
ZA (1) ZA844519B (ko)
ZW (1) ZW9884A1 (ko)

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US5037747A (en) * 1988-01-26 1991-08-06 Hoffmann-La Roche Inc. Production of benzopyran-2-carboxylic acids and esters by enzymatic hydrolysis
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US5093353A (en) * 1988-05-20 1992-03-03 G. D. Searle & Co. 2,2-di-substituted benzopyran leukotriene-D4 antagonists
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US5073562A (en) * 1990-05-10 1991-12-17 G. D. Searle & Co. Alkoxy-substituted dihydrobenzopyran-2-carboxylic acids and derivatives thereof
US5192782A (en) * 1990-05-10 1993-03-09 G. D. Searle & Co. Alkoxy-substituted dihydrobenzopyran-2-carboxylic acids and derivatives thereof
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AR035605A1 (es) 2000-12-11 2004-06-16 Bayer Corp Derivados de aminometil cromano di-sustituidos, un metodo para su preparacion, composiciones farmaceuticas y el uso de dichos derivados para la manufactura de medicamentos utiles como agonistas beta-3-adreno-receptores
AR035858A1 (es) 2001-04-23 2004-07-21 Bayer Corp Derivados de cromano 2,6-sustituidos,composiciones farmaceuticas,uso de dichos derivados para la manufactura de medicamentos utiles como agonistas adrenorreceptores beta-3
JP2005526696A (ja) 2001-09-14 2005-09-08 バイエル・フアーマシユーチカルズ・コーポレーシヨン ベータ−３アドレナリン受容体アゴニストとして有用なベンゾフランおよびジヒドロベンゾフラン誘導体
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ATE34981T1 (de) 1988-06-15
GR82135B (ko) 1984-12-13
US4650812A (en) 1987-03-17
ES541709A0 (es) 1985-12-01
NZ208610A (en) 1987-05-29
ZW9884A1 (en) 1985-04-17
HU202512B (en) 1991-03-28
AU565490B2 (en) 1987-09-17
CS246085B2 (en) 1986-10-16
ES8602741A1 (es) 1985-12-01
FI87207B (fi) 1992-08-31
FI842497A0 (fi) 1984-06-20
EP0129906A1 (de) 1985-01-02
EP0261254B1 (en) 1990-02-07
DK304784A (da) 1984-12-25
NO168643B (no) 1991-12-09
BR8403068A (pt) 1985-05-28
NO842549L (no) 1984-12-27
PH20806A (en) 1987-04-21
EP0129906B1 (de) 1988-06-08
JPS6391381A (ja) 1988-04-22
JPS6019782A (ja) 1985-01-31
JPH0469153B2 (ko) 1992-11-05
KR920001776B1 (ko) 1992-03-02
ES8507534A1 (es) 1985-10-01
ES533678A0 (es) 1985-10-01
HUT36816A (en) 1985-10-28
IL72187A0 (en) 1984-10-31
AU2978584A (en) 1985-01-03
AU6301386A (en) 1988-03-24
EP0261254A1 (en) 1988-03-30
IL72187A (en) 1990-02-09
DE3471933D1 (de) 1988-07-14
MC1596A1 (fr) 1985-05-09
PT78779A (en) 1984-07-01
ZA844519B (en) 1985-02-27
DK304784D0 (da) 1984-06-21
FI87207C (fi) 1992-12-10
AU590798B2 (en) 1989-11-16
FI842497A (fi) 1984-12-25
NO168643C (no) 1992-03-18

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