KR960010622A - 3- (1-aminocycloalkyl) pyrrolidine derivatives and preparation method thereof - Google Patents

3- (1-aminocycloalkyl) pyrrolidine derivatives and preparation method thereof Download PDF

Info

Publication number
KR960010622A
KR960010622A KR1019940022751A KR19940022751A KR960010622A KR 960010622 A KR960010622 A KR 960010622A KR 1019940022751 A KR1019940022751 A KR 1019940022751A KR 19940022751 A KR19940022751 A KR 19940022751A KR 960010622 A KR960010622 A KR 960010622A
Authority
KR
South Korea
Prior art keywords
substituted
hydrogen
unsubstituted
methyl
ethyl
Prior art date
Application number
KR1019940022751A
Other languages
Korean (ko)
Other versions
KR0147888B1 (en
Inventor
박영준
서귀현
김영훈
강대필
김영희
윤희선
Original Assignee
김종인
영진약품공업 주식회사
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 김종인, 영진약품공업 주식회사 filed Critical 김종인
Priority to KR1019940022751A priority Critical patent/KR0147888B1/en
Publication of KR960010622A publication Critical patent/KR960010622A/en
Application granted granted Critical
Publication of KR0147888B1 publication Critical patent/KR0147888B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • 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
    • C07D207/04—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 no double bonds between ring members or between ring members and non-ring members
    • C07D207/08—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

본 발명은 피리돈 카르복실산 항균제(일명 퀴놀론 항균제)또는 베타-락탐 항생제 제조에 유용한 중간체로 이용될 수 있는 신규의 3-(1-아미노시클로알킬)피롤리딘 유도체 및 이의 제조방법에 관한 것이다.The present invention relates to novel 3- (1-aminocycloalkyl) pyrrolidine derivatives which can be used as useful intermediates for the preparation of pyridone carboxylic acid antimicrobials (aka quinolone antimicrobials) or beta-lactam antibiotics and methods for their preparation. .

본 발명에 따라 제공되는 신규의 3-(1-아미노시클로알킬)피롤리딘 유도체는 일반식(Ⅰ)로 낱내어진다.The novel 3- (1-aminocycloalkyl) pyrrolidine derivatives provided in accordance with the invention are termed in general formula (I).

상기식에서, R1,R2 또는 R3는 서로 같거나 다른 것으로써 수소, 메틸 또는 어틸이고; R4는 수소, 메틸, 에틸, 프로필 또는 알릴이고; R5는 수소, 메티르 에틸, 프로필, 알릴, C1-C6아실, C2-C6알콕시카르보닐, 치환또는 비치화된 벤질옥시카르보닐, 아릴옥시카르보닐, 트리티르 비닐옥사카르보닐 치환, 또는 비치환된 벤질, 또는 치환 혹은 비치환된 벤젠설포닐이고; R6는 수소, 메틸,에틸, C1-C6아실, C2-C6알콕시카르보닐, 트리틸, 치환 또는 비치환 벤질, 치환 또는 비치환 벤질옥시카르보닐, 아릴옥시카르보닐, 혹은 치환 또는 비치환된 벤젠설포닐이고; n은 1,2,3,또는 4이다.Wherein R 1, R 2 or R 3 are the same or different from each other and are hydrogen, methyl or aryl; R 4 is hydrogen, methyl, ethyl, propyl or allyl; R 5 is hydrogen, metyr ethyl, propyl, allyl, C 1 -C 6 acyl, C 2 -C 6 alkoxycarbonyl, substituted or unsubstituted benzyloxycarbonyl, aryloxycarbonyl, trityl vinyloxacarbonyl substituted, or unsubstituted Benzyl, or substituted or unsubstituted benzenesulfonyl; Is hydrogen, methyl, ethyl, C1-C6 acyl, C2-C6 alkoxycarbonyl, trityl, substituted or unsubstituted benzyl, substituted or unsubstituted benzyloxycarbonyl, aryloxycarbonyl, or substituted or unsubstituted benzene Sulfonyl; n is 1,2,3, or 4.

Description

3-(1-아미노시클로알킬)피롤리딘 유도체 및 이의 제조방법3- (1-aminocycloalkyl) pyrrolidine derivatives and preparation method thereof

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

Claims (4)

하기일반식(Ⅰ)로 나타내어지는 3-(1-아미노시클로알킬)피롤리딘 유도체 및 이의 염.3- (1-aminocycloalkyl) pyrrolidine derivatives represented by the following general formula (I) and salts thereof. 상기 식에서, R1R2또는 R3는 서로 같거나 다른 것으로써 수소, 메틸 또는 에틸이고;R4는 수소, 메틸, 에틸, 프로필 또는 알릴이고; R5는 수소, 메틸, 에틸, 프로필, 알릴, C1-C6아실, C2-C6알콜시카르보닐, 치환 또는 비치환된 벤질옥시카르보닐, 아릴옥시카르보닐, 트리틸, 비닐옥사카르보닐 치환, 도는 비치환된 벤질, 또는 치환 또는 비치환 벤질, 치환 또는 비치환 벤질옥시카르보닐, 아릴옥시카르보닐, 혹은 치환 또는 비치환된 벤젠설포닐이고;n은 1,2,3 또는 4이다.Wherein R 1 R 2 or R 3 are the same or different from each other and are hydrogen, methyl or ethyl; R 4 is hydrogen, methyl, ethyl, propyl or allyl; R 5 is hydrogen, methyl, ethyl, propyl, allyl, C 1 -C 6 acyl, C 2 -C 6 alcoholcicarbonyl, substituted or unsubstituted benzyloxycarbonyl, aryloxycarbonyl, trityl, vinyloxa Carbonyl substituted, or unsubstituted benzyl, or substituted or unsubstituted benzyl, substituted or unsubstituted benzyloxycarbonyl, aryloxycarbonyl, or substituted or unsubstituted benzenesulfonyl; n is 1,2,3 or 4 제1항에 있어서,R1,R2,R3,R6는 수소이고, R5가 아세틸, 트리플루오로아세틸, t-부톡시카르보닐, 벤질옥시카르보닐 또는 트리틸이면서 R4가 수소, 메틸, 또는 에틸이거나; R4와 R5가 모두 메틸임을 특징으로 하는 3-(1-아미노시클로알킬)피롤리딘 유도체 및 이의 염.The compound of claim 1 , wherein R 1 , R 2 , R 3 , R 6 are hydrogen, R 5 is acetyl, trifluoroacetyl, t-butoxycarbonyl, benzyloxycarbonyl or trityl and R 4 is hydrogen, Methyl or ethyl; 3- (1-aminocycloalkyl) pyrrolidine derivatives and salts thereof, wherein R 4 and R 5 are both methyl. 제2항에 있어서 R1,R2,R3,R4 및 R6는 수소이고, R5가 수소 또는 t-부톡시카르보닐임을 특징으로 하는 화합물 및 이의 염.The compound and salt thereof according to claim 2, wherein R 1, R 2, R 3, R 4 and R 6 are hydrogen and R 5 is hydrogen or t-butoxycarbonyl. 하기 일반식들중 일반식(Ⅱ)--〉(Ⅲ)--〉(Ⅳ)--〉(Ⅴ)--〉(Ⅵ)--〉(Ⅶ)--〉(Ⅷ)--〉(Ⅰ)의 경로 또는 (Ⅵ)--〉(Ⅰ)의 경로에 따라 일반식(Ⅰ)로 나타내어지는 3-(1-아미노시클로알킬)피롤리딘 유도체 및 염을 제조하는 방법.Of the following general formulas (II)-> (III)-> (IV)-> (V)-> (VI)-> (Ⅶ)-> (Ⅷ)-> ( A process for preparing 3- (1-aminocycloalkyl) pyrrolidine derivatives and salts represented by general formula (I) according to the route of (I) or (VI)-> (I). 상기 식에서 R1,R2또는 R3는 서로 같거나 다른 것으로써 수소, 메틸 또는 에틸이고; R4는 수소, 메틸, 에틸,프로필 또는 아릴이고;R5는 수소, 메틸, 에틸, 프로필, 알링, C1-C6아실, C2-C6알콕시카르보닐, 치환 또는 비치환된 벤질옥시카르보닐, 아릴옥시카르보닐, 트리틸,비닐옥시카르보닐, 치환 또는 비치환된 벤질, 또는 치환 혹은 비치환된 벤젠설포닐이고; R6는 수소, 메틸, 에틸, C1-C6아실, C2-C6알콕시카르보닐, 트리틸, 치환 또는 벤질, 치환 또는 비치환된 벤질옥시카르보닐. 아릴옥시카르보닐, 혹은 치환 또는 비치환된 벤젠설포닐이고; n은 1,2,3 또는 4이고; R7은 메틸 또는 에틸이다.Wherein R 1 , R 2 or R 3 are the same or different from each other and are hydrogen, methyl or ethyl; R 4 is hydrogen, methyl, ethyl, propyl or aryl; R 5 is hydrogen, methyl, ethyl, propyl, alling, C 1 -C 6 acyl, C 2 -C 6 alkoxycarbonyl, substituted or unsubstituted benzyloxy Carbonyl, aryloxycarbonyl, trityl, vinyloxycarbonyl, substituted or unsubstituted benzyl, or substituted or unsubstituted benzenesulfonyl; R 6 is hydrogen, methyl, ethyl, C 1 -C 6 acyl, C 2 -C 6 alkoxycarbonyl, trityl, substituted or benzyl, substituted or unsubstituted benzyloxycarbonyl. Aryloxycarbonyl or substituted or unsubstituted benzenesulfonyl; n is 1,2,3 or 4; R 7 is methyl or ethyl. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019940022751A 1994-09-09 1994-09-09 3-pyrrolidone derivatives KR0147888B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019940022751A KR0147888B1 (en) 1994-09-09 1994-09-09 3-pyrrolidone derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019940022751A KR0147888B1 (en) 1994-09-09 1994-09-09 3-pyrrolidone derivatives

Publications (2)

Publication Number Publication Date
KR960010622A true KR960010622A (en) 1996-04-20
KR0147888B1 KR0147888B1 (en) 1998-08-17

Family

ID=19392412

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019940022751A KR0147888B1 (en) 1994-09-09 1994-09-09 3-pyrrolidone derivatives

Country Status (1)

Country Link
KR (1) KR0147888B1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100738229B1 (en) * 2001-12-31 2007-07-12 한국화학연구원 Novel pyrrolidinylpyridine derivative
KR100738021B1 (en) * 2005-09-13 2007-07-16 주식회사 유유 Injectable formulation containing ginkgo biloba extracts in high concentration

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100738229B1 (en) * 2001-12-31 2007-07-12 한국화학연구원 Novel pyrrolidinylpyridine derivative
KR100738021B1 (en) * 2005-09-13 2007-07-16 주식회사 유유 Injectable formulation containing ginkgo biloba extracts in high concentration

Also Published As

Publication number Publication date
KR0147888B1 (en) 1998-08-17

Similar Documents

Publication Publication Date Title
KR870008889A (en) Beta-lactam compounds, and methods for their preparation
KR830005131A (en) Method for preparing β-lactam antibiotics
KR920700202A (en) Acryloyl substituted pyrrole derivatives
BR1100235A (en) Derivatives of 5-0-desosaminileritronoleto a.
GB1467061A (en) Quinolines and process for their manufacture
KR900018085A (en) 2-piperidino-1-alkanol derivatives as ischemic agents
KR850002964A (en) Method of manufacturing heart disease treatment
CA2306963A1 (en) Novel 3,6-hemiketals from the class of 9a-azalides
KR900003156A (en) Analgesic compound, preparation method thereof and pharmaceutical composition containing same
KR870004033A (en) Method for preparing heterocyclic quinazoline compound
KR960010622A (en) 3- (1-aminocycloalkyl) pyrrolidine derivatives and preparation method thereof
KR890001969A (en) Sulfur compounds, their preparations and pharmaceutical compositions containing them
KR880003930A (en) Sulfonamidoethyl compounds, pharmaceutical compositions containing these compounds and methods for their preparation
KR870003107A (en) Method for preparing chianthine derivative
KR860003263A (en) Method for preparing a composition of penem or carbapenem antibiotic and amino acid derivative
KR920002564A (en) N-alkyl thiazolidine derivatives
GB1473014A (en) 5-amino-4,5-dideoxy-ambutyrosin a
KR950000710A (en) Cephalosporin antibiotics and preparation method thereof
GB1598039A (en) 4-thia-2,6diazabicyclo(3,2,3)heptane derivatives
KR890009896A (en) Dioxazosine derivatives, their preparation and compositions containing them
KR890006656A (en) Pharmacokinetically Improved Cephalosporin Derivatives, Methods for Making the Pharmaceutical Compositions Containing the Same, and Synthetic Intermediates
PT84870A (en) PROCESS FOR THE PREPARATION OF CEFALOSPORIN DERIVATIVES
EP1020440A4 (en) Intermediates useful in producing carbapenem and process for the stereoselective production of the same
KR830007547A (en) Preparation of 2-oxoazetidine derivatives
KR940019713A (en) Method for preparing a novel cephalosporin derivative

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20020516

Year of fee payment: 5

LAPS Lapse due to unpaid annual fee