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KR840006343A - 아미노 사이클로 펜탄산의 제조방법 - Google Patents

아미노 사이클로 펜탄산의 제조방법 Download PDF

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KR840006343A
KR840006343A KR1019830005092A KR830005092A KR840006343A KR 840006343 A KR840006343 A KR 840006343A KR 1019830005092 A KR1019830005092 A KR 1019830005092A KR 830005092 A KR830005092 A KR 830005092A KR 840006343 A KR840006343 A KR 840006343A
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compound
alkyl
formula
phenyl
salt
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KR1019830005092A
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KR910005705B1 (ko
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워터하우스 이안
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원본미기재
글락소 그룹 리미티드
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
    • C07D295/112—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
    • C07D295/112—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C07D295/116—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings with the doubly bound oxygen or sulfur atoms directly attached to a carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/155—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • 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

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Pulmonology (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Pyrane Compounds (AREA)

Abstract

내용 없음

Description

아미노 사이클로 펜탄산의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 일반식(2)의 화합물을 가수분해하거나, 일반식(3)의 화합물을 환원시키고 그와 동시에 또는 그 후에 가수분해하고, 임의로는, 일반식(1)화합물의 생성 후에, 처음 생성된 염으로부터 일반식(1)의 유리산을 유리시키거나, 일반식(1)의 염을 다른 염으로 전환시키거나, 일반식(1)화합물을 산 또는 염기로 처리하여 염을 생성하는 전환단계중 하나 이상을 수행함을 특징으로 하여 일반식(1)의 화합물 또는 그의 생리학적으로 무독한 염 또는 용매화물을 제조하는 방법.
    상기식에서
    W는 직쇄 또는 측쇄의 C1-7알킬렌이며 ;
    X는 시스 또는 트랜스 -CH=CH- 또는 -CH2CH2-이고;
    Y는 5내지 8원이며 (a) 임의로는 환중에 -O-, -S-, -SO2-, 또는 -NR3(여기서 R3은 수소원자, C1-7알킬 또는 C1-4알킬부분을 갖는 아르알킬이다)를 함유하고; 및/또는 (b) 하나이상의 C1-4알킬그룹으로 임의 치환된, 포화헤테로사이클릭 아미노그룹(질소원자에 의해 사이클로펜탄환에 연결된다)이며 ;
    R2는 (i) (a) 페닐 [C1-6알킬, C5-7사이클로알킬, C1-3알킬 부위를 갖는 페닐알킬, 페닐(C1-4알킬, C1-4알콕시 또는 페닐로 임의 치환됨)로 임의 치환됨], (b) 티에닐 [C1-6알킬, C1-6알콕시, C5-7사이클로알킬 또는 페닐(C1-3알킬, C1-3알콕시 또는 할로겐으로 임의 치환됨)로 임의 치환됨], 또는 (c) 나프틸(C1-4알킬 또는 C1-4알콕시로 임의 치환됨)로 치환된 직쇄 또는 측쇄의 C1-5알킬, 또는 (ii) 신나밀이고 ;
    Z는 (a) -CO2R1, [여기서 R1은 (1) -CR4R5R6[R4및 R5는 각각 페닐(C1-4알킬, C1-4알콕시, 디-(C1-4) 킬알킬아미노, 니트로 또는 할로겐으로 임의치환됨)이며 R6는 수소원자 또는 R4및 R5에 관해 상기 정의된 치환되거나 치비환 상태인 페닐그룹임]
    (2) -SiR7R8R9(R7, R8및 R9는 아릴 또는 C1-6킬알임)
    (3) -CH2CCl3
    (4) -CH2CH=CH2
    (5) -CH(R10)BCH2R11(B· -O- 또는 -S-이며, R10및 R11은 -H 또는 C1-4킬알이거나 R10및 R11은 함께 -(CH2)2-또는-(CH2)3-이다.
    (b) -CONR2 12(R12는 H 또는 C1-4킬알임)
    (c) -CN, 또는
    (d) -C(OCH2)3CR13(R13은 C1-4킬알임)이다.
  2. 제 1항에 있어서 Z가 (a)(1)형태인 그룹인 방법.
  3. 제 2항에 있어서 R1이 트리페닐메틸인 방법.
  4. 제 1항에 있어서 R1이 테트라하이드로피란-2-일인 방법.
  5. 제 2 또는 3항에 있어서 NaOH, KOH, 염산, 트리플루오로아세트산 또는 아세트산에 해의 가수분해를 수행하는 방법.
  6. 제 1 내지 5항중 어느 하나에 있어서 생성된 일반식(1)화합물을 염 형태로 분리하는 방법.
  7. 제 2 또는 3항에 있어서 염산에 의해 가수분해를 수행하고 일반식(1)화합물을 그의 하이드로클로라이드 염으로 분리하는 방법.
  8. 제 1 내지 7항중 어느 하나에 있어서 W가 -CH2CH2-이고 X가 시스-CH=CH-이며, Y는 모르폴리노 또는 피페리디노이고, R2는 그의 페닐그룹이 페닐, 톨릴 또는 메톡시페닐로 치환된 벤질인 방법.
  9. 제 8항에 있어서 생성된 화합물이 [1R-[1α(Z),2β,3β,5α]] -(+)-7-[5-[[(1,1'-비페닐)-4-일]메톡시]-3-하이드록시-2-(1-피페리디닐)사이클로펜틸]-4-헵페노산하이드로클로라이드인 방법.
  10. 제 9항에 있어, 9항의 화합물이 트리페닐메틸에스테르를 염화수소 또는 염산으로 처리함을 특징으로 하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830005092A 1982-10-28 1983-10-27 아미노사이클로펜탄산의 제조방법 KR910005705B1 (ko)

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GB8230770 1982-10-28
GB8230770 1982-10-28

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KR840006343A true KR840006343A (ko) 1984-11-29
KR910005705B1 KR910005705B1 (ko) 1991-08-02

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KR1019830005092A KR910005705B1 (ko) 1982-10-28 1983-10-27 아미노사이클로펜탄산의 제조방법

Country Status (16)

Country Link
US (1) US5164503A (ko)
JP (1) JPS59130282A (ko)
KR (1) KR910005705B1 (ko)
AT (1) AT387220B (ko)
AU (1) AU567307B2 (ko)
CA (1) CA1191136A (ko)
CH (1) CH666895A5 (ko)
DE (1) DE3339019A1 (ko)
DK (1) DK492683A (ko)
ES (1) ES526813A0 (ko)
FI (1) FI76328C (ko)
FR (1) FR2535322B1 (ko)
GB (1) GB2129796B (ko)
IT (1) IT1170545B (ko)
NZ (1) NZ206077A (ko)
ZA (1) ZA838018B (ko)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU576476B2 (en) * 1982-09-16 1988-09-01 Glaxo Group Limited Piperidinylcyclopentanol heptenoic acid salt
GB2167404A (en) * 1984-10-26 1986-05-29 Glaxo Group Ltd Prostanoid aminocyclopentane alkenoic acids and esters, their preparation and pharmaceutical formulation
GB2167402A (en) * 1984-10-26 1986-05-29 Glaxo Group Ltd Prostanoid aminocyclopentane alkenamides, their preparation and pharmaceutical formulation
GB8601985D0 (en) * 1986-01-28 1986-03-05 Glaxo Group Ltd Chemical process
GB8715333D0 (en) * 1987-06-30 1987-08-05 Glaxo Group Ltd Process

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU542949B2 (en) * 1980-01-09 1985-03-28 Glaxo Group Limited Prostanoid compounds
IL62734A (en) * 1980-04-30 1985-10-31 Glaxo Group Ltd Aminocyclopentane alkenoic acids and esters,their preparation and pharmaceutical formulations
JPS57183772A (en) * 1981-04-29 1982-11-12 Glaxo Group Ltd Aminocyclopentanol acids and esters, manufacture and medicinal composition

Also Published As

Publication number Publication date
KR910005705B1 (ko) 1991-08-02
DK492683A (da) 1984-04-29
FI76328B (fi) 1988-06-30
CH666895A5 (de) 1988-08-31
FI833930A0 (fi) 1983-10-27
DE3339019A1 (de) 1984-05-03
FR2535322B1 (fr) 1987-01-30
IT1170545B (it) 1987-06-03
ZA838018B (en) 1984-06-27
FI833930A (fi) 1984-04-29
FR2535322A1 (fr) 1984-05-04
IT8349230A0 (it) 1983-10-27
GB8328747D0 (en) 1983-11-30
NZ206077A (en) 1986-09-10
FI76328C (fi) 1988-10-10
JPS59130282A (ja) 1984-07-26
AU567307B2 (en) 1987-11-19
US5164503A (en) 1992-11-17
ES8504708A1 (es) 1985-04-16
GB2129796B (en) 1985-09-25
ES526813A0 (es) 1985-04-16
GB2129796A (en) 1984-05-23
AT387220B (de) 1988-12-27
AU2063083A (en) 1984-05-03
JPH0341468B2 (ko) 1991-06-24
DK492683D0 (da) 1983-10-27
CA1191136A (en) 1985-07-30

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