KR840004715A - Method for preparing phenoxy alkylcarboxylic acid derivative - Google Patents

Method for preparing phenoxy alkylcarboxylic acid derivative Download PDF

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KR840004715A
KR840004715A KR1019830001472A KR830001472A KR840004715A KR 840004715 A KR840004715 A KR 840004715A KR 1019830001472 A KR1019830001472 A KR 1019830001472A KR 830001472 A KR830001472 A KR 830001472A KR 840004715 A KR840004715 A KR 840004715A
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South Korea
Prior art keywords
acetyl
propylphenoxy
hydroxy
hydrogen
compound
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KR1019830001472A
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Korean (ko)
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카션 매츄 (외 2)
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투르트 네젤보쉬, 한스 스튀클린
에프. 호프만-라롯슈 앤드 캄파니 아크티엔게젤샤프트
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Publication of KR840004715A publication Critical patent/KR840004715A/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

내용 없음No content

Description

페녹시 알킬카복실산 유도체의 제조방법Method for preparing phenoxy alkylcarboxylic acid derivative

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (21)

(a) R4가 저급알킬이며, Z가 저급 알킬렌 또는 ―(CH2)s―〔―O(CH2)s―〕t― 그룹이고, R,R1,R2,R3,R4,R5,n,s 및 t는 후술하는 바와 같은 일반식(Ⅰ)의 화합물을 제조하기 위해 하기의 일반식 Ⅲ(a) 또는 Ⅱ(b)의 화합물을 일반식 Ⅲ(a) 및 Ⅱ(c)와 각각 반응시키거나, (b) R4가 저급알킬이고, Z가 2―하이드록시―프로필렌이며, R,R1,R2,R3,R4,R5및 n은 후술하는 바와 같은 일반식(Ⅰ)의 화합물을 제조하기 위해, 일반식 Ⅲ(a) 또는 Ⅱ(c)의 화합물을 일반식 Ⅲ(b) 및 Ⅱ(c)와 각각 반응시키거나, (c) R4가 수소이고, R,R1,R2,R3,R4,R5Z 및 n은 후술하는 바와 같은 일반식(Ⅰ)의 화합물을 제조하기 위해, R4가 저급 알킬인 상응하는 일반식(Ⅰ)의 화합물을 가수분해하고, 필요하면, (d) 공정 (c)에 따라 수득한 화합물을 액체학적으로 무독한 염기와의 염으로 전환시킴을 특징으로 하여 일반식(Ⅰ) 화합물 및 R4가 수소일때 약제학적으로 무독한 염기와의 염을 제조하는 방법.(a) R 4 is lower alkyl, Z is lower alkylene or — (CH 2 ) s — [— O (CH 2 ) s ]] t — group and R, R 1 , R 2 , R 3 , R 4 , R 5 , n, s and t are compounds represented by the following general formula III (a) or II (b) to prepare compounds of general formula (I) as described below. or (b) R 4 is lower alkyl, Z is 2-hydroxy-propylene, and R, R 1 , R 2 , R 3 , R 4 , R 5 and n are described later. To prepare a compound of formula (I) as described above, the compound of formula III (a) or II (c) is reacted with formulas III (b) and II (c), respectively, or (c) R 4 Is hydrogen and R, R 1 , R 2 , R 3 , R 4 , R 5 Z and n are the corresponding general formula wherein R 4 is lower alkyl to prepare a compound of formula (I) as described below. Hydrolyze the compound of (I) and, if necessary, (d) transfer the compound obtained according to step (c) to a salt with a liquid-toxic base. A process for preparing a salt with a pharmaceutically toxic base when the compound of formula (I) and R 4 are hydrogen, characterized by cyclization. 상기식에서, R 및 R1은 수소 또는 저급 알킬이고, R2는 저급 알키노일이며, R3은 수소 또는 메틸이고, R4는 수소 또는 저급 알킬이며, R5는 수소, 할로겐, 저급알킬 또는 저급 알카노일이고, Z는 저급 알킬렌, 2―하이드록시프로필렌 또는 ―(CH2)S―[O(CH2)S―〕―t그룹이며,Wherein R and R 1 are hydrogen or lower alkyl, R 2 is lower alkinoyl, R 3 is hydrogen or methyl, R 4 is hydrogen or lower alkyl, and R 5 is hydrogen, halogen, lower alkyl or Lower alkanoyl, Z is lower alkylene, 2-hydroxypropylene or — (CH 2 ) S — [O (CH 2 ) S —] — t group, 제1(a)항에 있어서 A가 할로겐인 상응하는 일반식 Ⅲ(a) 또는 Ⅱ(b)의 화합물을 출발물질로 사용하는, Z가 저급 알킬렌, 2―하이드록시 프로필렌 또는 ―(CH2)s―O―(CH2)s― 그룹인 일반식 (Ⅰ)화합물의 제조방법.Z is lower alkylene, 2-hydroxy propylene or — (CH 2 ) using as a starting material a compound of the general formula III (a) or II (b) wherein A is halogen. ) s -O- (CH 2) s - group of the formula (Preparation method of ⅰ) compound. 제1항에 있어서, Z가 저급 알킬렌 또는 2―하이드록시프로필렌인 방법.The method of claim 1 wherein Z is lower alkylene or 2-hydroxypropylene. 제1항에 있어서, ―(CH2)S―[O(CH2)S―〕―t그룹이며, s는 2,3 또는 4이고, t가 1,2 또는 3인 방법.The method of claim 1, wherein — (CH 2 ) S — [O (CH 2 ) S —] — is a t group, s is 2,3 or 4 and t is 1,2 or 3. 제1항 내지 4항 중 어느 하나에 있어서, R이 저급 알킬인 방법.5. The method of claim 1, wherein R is lower alkyl. 제1항 내지 5항 중 어느 하나에 있어서, R1이 저급 알킬인 방법.The method of any one of claims 1-5, wherein R 1 is lower alkyl. 제1항 내지 6항 중 어느 하나에 있어서, R2가 4위치에 존재하는 방법.The method of any one of claims 1 to 6, wherein R 2 is at the 4 position. 제1항 내지 7항중 어느 하나에 있어서, R3가 수소인 방법.8. The method of claim 1, wherein R 3 is hydrogen. 제1항 내지 8항중 어느 하나에 있어서, R4가 수소인 방법.The method of claim 1, wherein R 4 is hydrogen. 제1항 내지 9항중 어느 하나에 있어서, R5가 수소인 방법.10. The method of any one of claims 1-9, wherein R 5 is hydrogen. 제1항 내지 10항중 어느 하나에 있어서, n이 1 또는 3인 방법.The method of any one of claims 1 to 10, wherein n is 1 or 3. 제1항에 있어서, 〔4―아세틸―3―〔3(4―아세틸―3―하이드록시―2―프로필페녹시)프로폭시〕―2―프로필페녹시〕아세트산을 제조하는 방법.The process according to claim 1, wherein [4-acetyl-3] [3 (4-acetyl-3-hydroxy-2-propylphenoxy) propoxy] -2-propylphenoxy] acetic acid is produced. 제1항에 있어서, 라세믹〔4―아세틸―3―〔3―(4―아세틸―3―하이드록시―2―프로필페녹시)―2―하이드록시〕―2―프로필페녹시〕아세트산을 제조하는 방법.The process according to claim 1, wherein a racemic [4-acetyl-3- [3- (4-acetyl-3-hydroxy-2-propylphenoxy) -2-hydroxy] -2-propylphenoxy] acetic acid is prepared. How to. 제1항에 있어서, 4―〔4―아세틸―3―〔3―(4―아세틸―3―하이드록시―2―프로필페녹시)프로폭시〕―2―프로필페녹시〕부타노산을 제조하는 방법.The process according to claim 1, wherein 4- [4-acetyl-3] [3- (4-acetyl-3-hydroxy-2-propylphenoxy) propoxy] -2-propylphenoxy] butanoic acid is prepared. . 제1항에 있어서, 〔4―아세틸―3―〔5―(4―아세틸―3―하이드록시―2―프로필페녹시)펜틸옥시〕―2―프로필페녹시〕아세트산을 제조하는 방법.The method according to claim 1, wherein [4-acetyl-3] [5- (4-acetyl-3-hydroxy-2-propylphenoxy) pentyloxy] -2-propylphenoxy] acetic acid is produced. 제1항에 있어서, 〔4―아세틸―3―〔3―(4―아세틸―6―클로로―3―하이드록시―2―프로필페녹시)―프로폭시〕―2―프로필페녹시〕아세트산을 제조하는 방법.The process according to claim 1, wherein [4-acetyl-3] [3- (4-acetyl-6-chloro-3-hydroxy-2-propylphenoxy) -propoxy] -2-propylphenoxy] acetic acid is prepared. How to. 제1항에 있어서, 4―〔4―아세틸―3―〔〔5―(4―아세틸―3―하이드록시―2―프로필페녹시)페펜〕―틸옥〕―2―시프로필페녹시〕부타노산을 제조하는 방법.The compound according to claim 1, wherein 4- [4-acetyl-3] [[5- (4-acetyl-3-hydroxy-2-propylphenoxy) phene] -tyl octa] -2-propylpropyl oxy] butanoic acid How to prepare. 제1항에 있어서, 〔4―아세틸―3―〔2―〔2―(4―아세틸―3―하이드록시―2―프로필페녹시)에톡시〕에톡시〕―2―프로필페녹시〕아세트산을 제조하는 방법.The method according to claim 1, wherein [4-acetyl-3] [2--2- (4-acetyl-3-hydroxy-2-propylphenoxy) ethoxy] ethoxy] -2-propylphenoxy] acetic acid How to manufacture. 제1항에 있어서, 〔4―아세틸―3―〔2―〔2―〔2―(4―아세틸―3―하이드록시―2―프로필페녹시)에톡시〕에톡시〕―2―프로필페녹시〕아세트산을 제조하는 방법.The method according to claim 1, wherein [4-acetyl-3] [2--2- [2- (4-acetyl-3-hydroxy-2-propylphenoxy) ethoxy] ethoxy] -2-propylphenoxy A method of producing acetic acid. 제1항에 있어서, 〔4―아세틸―3―〔2―〔2―〔2―〔2―(4―아세틸―3―하이드록시―2―프로필페녹시)에톡시〕에톡시〕에톡시〕―2―프로필페녹시〕아세트산을 제조하는 방법.The method according to claim 1, wherein [4-acetyl-3] [2--2- [2--2- [2- (4-acetyl-3-hydroxy-2-propylphenoxy) ethoxy] ethoxy] ethoxy] -2-propylphenoxy] acetic acid. 제1항에 있어서, 4―〔4―아세틸―3―〔3―〔3―(4―아세틸―3―하이드록시―2―프로필페녹시)프로폭시〕―2―프로폭시〕프로필페녹시부타노산을 제조하는 방법.The method according to claim 1, wherein 4- [4-acetyl-3] [3- (3- (4-acetyl-3-hydroxy-2-propylphenoxy) propoxy] -2-propoxy] propylphenoxybuta How to prepare acid. ※참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: It is to be disclosed based on the initial application.
KR1019830001472A 1982-04-09 1983-04-08 Method for preparing phenoxy alkylcarboxylic acid derivative KR840004715A (en)

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