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FI90546B - Förfarande för framställning av terapeutiskt användbara 6-fluor-3,5-dihydroxikarboxylsyror och deras derivat - Google Patents

Förfarande för framställning av terapeutiskt användbara 6-fluor-3,5-dihydroxikarboxylsyror och deras derivat Download PDF

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Publication number
FI90546B
FI90546B FI893677A FI893677A FI90546B FI 90546 B FI90546 B FI 90546B FI 893677 A FI893677 A FI 893677A FI 893677 A FI893677 A FI 893677A FI 90546 B FI90546 B FI 90546B
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Finland
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formula
compounds
fluoro
nmr
alkyl
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FI893677A
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Finnish (fi)
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FI893677A0 (sv
FI893677A (sv
FI90546C (sv
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Ernold Granzer
Gerhard Beck
Wilhelm Bartmann
Guenther Wess
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Hoechst Ag
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    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/333—Radicals substituted by oxygen or sulfur atoms
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    • C07C33/40—Halogenated unsaturated alcohols
    • C07C33/46—Halogenated unsaturated alcohols containing only six-membered aromatic rings as cyclic parts
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    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/08—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
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    • 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
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Claims (4)

1. Förfarande för framställning av terapeutiskt användbara 6-fluor-3,5-dihydroxikarboxylsyror med den all-5 männa formeln I och derivat därav, H OH OH Rl^V====^^4^f°2R2 (!) F 10 och motsvarande laktoner med formeln II Η0γ^\^0 1^0 1 di) R1 20 varvid i de allmänna formlerna I och II Sr R1 en substituerad 6-ledad heteroaromatisk grupp (b) eller (c), . 25 "VV"4 R3yVR4 n^n^r5 R5 (b) (C) 30 där Z är en grupp med formeln -CH eller en kväveatom, och R3, R4 och R5 oberoende av varandra betecknar lägre 35 alkyl eller fenyl, som eventuellt är substituerad med halogen , och 62 9 0 5 4 6 R2 är väte eller lägre alkyl, känneteck-n a t därav, att a) aldehyder, som är substituerade pä ett motsva-rande sätt och som har formeln III 5 H \ CHO (III) F 10 där R1 betecknar samma som ovan, omvandlas tili motsvarande hydroxiestrar, som har den allmänna formeln IV f1 OH *lArVlc°2Rl7 F där R1 betecknar samma som ovan och R17 är en lämplig op-20 tiskt aktiv syraskyddsgrupp, som bestämmer stereokemin i 3-C, eller en alkylgrupp, som innehäller 1-8 C-atomer, b) optiskt aktiva föreningarna med formeln IV omvandlas med akirala ättiksyraesterenolat antingen direkt eller efter omvandling tili motsvarande alkylestrar, tili 25 optiskt aktiva föreningar med formeln V
30 F där R1 betecknar samma som ovan och R18 är alkyl med 1-8 C-atomer, c) hydroxiketoestrarna med formeln V omvandlas tili 35 motsvarande 6-fluor-3,5-dihydroxiföreningar, som har formeln I 63 90 5 46 H OH OH 5 där R1 betecknar samma som ovan i formeln I angivits, och R2 är alkyl med 1-8 kolatomer, och den erhällna föreningen eventuellt förtvälas tili en förening med formeln I, där R2 är en metallkatjon, frän denna eventuellt frigörs en fri 10 syra (R2 = väte) och den fria syran eventuellt omvandlas tili föreningar med formeln I, där R2 är lägre alkyl, och d) den erhällna föreningen med formeln I eventuellt omvandlas tili en lakton med formeln II 15 1 (II) R1 20 där R1 betecknar samma som ovan.
2. Föreningar med formeln III H
25 R^-— C. CHO ^ (III) C \ F 30 där R1 betecknar samma som i formeln I i patentkravet 1.
3. Föreningar med formeln IV |H 0H . 35 T (IV) F 64 9 0 5 4 6 där R1 betecknar samma som i formeln I i patentkravet 1 och R17 är alkyl med 1-8 C-atomer.
4. Föreningar med formeln V 5 f °H 9 (v) F 10 där R1 betecknar samma som i formeln I i patentkravet 1 och R18 är alkyl med 1-8 kolatomer. i
FI893677A 1988-08-06 1989-08-03 Förfarande för framställning av terapeutiskt användbara 6-fluor-3,5-dihydroxikarboxylsyror och deras derivat FI90546C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3826814A DE3826814A1 (de) 1988-08-06 1988-08-06 Neue 6-fluor-3,5-dihydroxycarbonsaeuren und deren derivate, verfahren zu ihrer herstellung, ihre verwendung als arzneimittel, pharmazeutische praeparate und zwischenprodukte
DE3826814 1988-08-06

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FI893677A0 FI893677A0 (sv) 1989-08-03
FI893677A FI893677A (sv) 1990-02-07
FI90546B true FI90546B (sv) 1993-11-15
FI90546C FI90546C (sv) 1994-02-25

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FI893677A FI90546C (sv) 1988-08-06 1989-08-03 Förfarande för framställning av terapeutiskt användbara 6-fluor-3,5-dihydroxikarboxylsyror och deras derivat

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US (1) US5204351A (sv)
EP (1) EP0354418B1 (sv)
JP (1) JPH0291034A (sv)
KR (1) KR900003136A (sv)
AT (1) ATE105838T1 (sv)
AU (1) AU616291B2 (sv)
DE (2) DE3826814A1 (sv)
DK (1) DK384489A (sv)
ES (1) ES2054947T3 (sv)
FI (1) FI90546C (sv)
IE (1) IE63491B1 (sv)
IL (1) IL91212A (sv)
NO (1) NO175637C (sv)
NZ (1) NZ230217A (sv)
PT (1) PT91362B (sv)
ZA (1) ZA895959B (sv)

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DE3800785A1 (de) * 1988-01-09 1989-07-20 Hoechst Ag Substituierte 7-(pyridazin-5-yl)-3,5-dihydroxyheptan(en)- saeuren, ihre entsprechenden (delta)-lactone bzw. derivate, verfahren zu ihrer herstellung, ihre verwendung als arzneimittel, pharmazeutische praeparate und zwischenprodukte
IT1237792B (it) * 1989-12-21 1993-06-17 Zambon Spa Composti attivi come inibitori dell'enzima hmg-coa reduttasi
AU7891891A (en) * 1990-05-25 1991-12-31 Fujisawa Pharmaceutical Co., Ltd. Pyrrolopyridazine compounds
US5292898A (en) * 1990-08-01 1994-03-08 Hoechst Aktiengesellschaft Process for the stereoselective preparation of 5-substituted delta-lactones and use thereof
EP0469480A3 (en) * 1990-08-01 1993-03-10 Hoechst Aktiengesellschaft Process for stereoselective preparation of 5-substituted delta-lactones and their use
KR100427397B1 (ko) * 2001-02-27 2004-04-27 세신전자(주) 질소산화물 환원용 촉매의 제조방법
EP2168576A3 (en) * 2001-09-14 2010-05-26 Shionogi & Co., Ltd. Tricyclic compounds for treating dyslipidemia and arteriosclerotic diseases

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KR900001212B1 (ko) * 1985-10-25 1990-02-28 산도즈 파마슈티칼스 코오포레이숀 메바로노락톤 및 그것의 유도체의 헤테로사이클릭 유사체 및 그것의 생산방법 및 약학적인 그것의 용도
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IL91212A (en) 1994-01-25
ZA895959B (en) 1990-04-25
NO175637B (sv) 1994-08-01
IE63491B1 (en) 1995-05-03
DK384489A (da) 1990-02-07
ATE105838T1 (de) 1994-06-15
NO893167D0 (no) 1989-08-04
NO175637C (no) 1994-11-09
EP0354418A2 (de) 1990-02-14
KR900003136A (ko) 1990-03-23
EP0354418B1 (de) 1994-05-18
ES2054947T3 (es) 1994-08-16
DE58907678D1 (de) 1994-06-23
NZ230217A (en) 1991-12-23
JPH0291034A (ja) 1990-03-30
FI893677A0 (sv) 1989-08-03
PT91362A (pt) 1990-03-08
FI893677A (sv) 1990-02-07
US5204351A (en) 1993-04-20
AU616291B2 (en) 1991-10-24
DE3826814A1 (de) 1990-02-08
PT91362B (pt) 1995-03-31
NO893167L (no) 1990-02-07
IL91212A0 (en) 1990-03-19
IE892539L (en) 1990-02-06
EP0354418A3 (de) 1991-07-31
FI90546C (sv) 1994-02-25
DK384489D0 (da) 1989-08-04
AU3929789A (en) 1990-02-08

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