• 제목/요약/키워드: cyclohexene

검색결과 94건 처리시간 0.036초

Photochemical Rearrangement of Chloranil

  • Kim, Sung-Sik;Yoo, Dong-Yeol;Cho, In-Ho;Shim, Sang-Chul
    • Bulletin of the Korean Chemical Society
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    • 제8권4호
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    • pp.296-298
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    • 1987
  • Irradiation of a solution of chloranil and cycloheptatriene, or 1,3-cyclohexadiene, in dichloromethane yielded unexpected photorearrangement products as the major product, while chloranil with cyclohexene gave the photorearrangement product as well as 1 : 1 adduct.

Aspergillus sp. F184가 생산하는 Xanthine Oxidase 저해제에 관한 연구 (Studies on Xanthine Oxidase Inhibitor Produced from Aspergillus sp. F184)

  • 박시형;윤상웅;박정민;옥승호;유주현;배동훈
    • 한국미생물·생명공학회지
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    • 제28권2호
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    • pp.92-96
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    • 2000
  • 통풍과 oxygen free radical의 독성에 관여하는 xanthine oxidase에 대한 새로운 저해물질의 탐색 및 개발을 목적으로 본 연구에서 선택분리한 Aspergillus sp. F184가 생산하는 저해물질을 분리.정제하고 구조를 결정하였으며 효소저해활성을 조사하였다. 본 균주를 배양 후 배양액을 여과하여 균체와 배양액을 분리하고 균체를 acetone으로 추출하고 감압농축하고 남은 수용액층을 배양액과 합쳐 HP-20 adsorption column chromatography, ethyl acetate 추출, silica gel column chromatography, 결정화 등을 실시하여 xanthine oxidase에 대한 저해물질을 분리, 정제하였다. 본 저해물질의 구조를 NMR 및 MS 스펙트럼을 측정하여 분석한 결과 5,6-epoxy-2-hydroxy-3-methyl-2-cyclohexene-1,4-dione으로서 terreic acid로 동정되었다. Terreic acid의 xanthine oxidase에 대한 저해활성을 조사한 결과 IC50가 1.1$\times$10-7M로서 기존의 저해제인 allopurinol과 유사하였다. 이에 terreic acid에 의한 xanthine oxidase 저해활성은 보고된 바가 없기에 새로운 통풍치료제로서의 가능성이 있음을 보고한다.

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Development of Biologically Active Compounds from Edible Plant Sources XIV. Cyclohexylethanoids from the Flower of Campsis grandiflora K. Schum.

  • Kim, Dong-Hyun;Oh, Young-Jun;Han, Kyung-Min;Chung, In-Sik;Kim, Dae-Keun;Kim, Sung-Hoon;Kwon, Byoung-Mog;Park, Mi-Hyun;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • 제48권1호
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    • pp.35-37
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    • 2005
  • Campsis grandiflora K. Schum. flower was extracted with 80% aqueous MeOH, and concentrated extract was successively partitioned with EtOAc, n-BuOH, and $H_2O$. From n-BuOH fraction, two cyclohexylethanoids were isolated through repeated silica gel and Sephadex LH-20 column chromatographies. Based on physico-chemical data obtained from NMR, MS, and IR, chemical structures of compounds were determined as 1,4-dihydroxy-3,4-(epoxyethano)-5-cyclohexene (1) and cornoside (2). These compounds were isolated for the first time from C. grandiflora K. Schum flower.

팔라듐 촉매 균일계 반응을 이용한 2,4-디엔산 유도체의 합성 (Synthesis of 2,4-Dienoic Acid Derivatives by Palladium Catalyzed Homogeneous Reaction)

  • 김진일
    • 대한화학회지
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    • 제27권6호
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    • pp.441-448
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    • 1983
  • 여러가지 브롬화비닐 화합물들 ((Z)-1-bromopropene, 1-bromo-2-methylpropene, 2-bromo-3-methyl-2-butene, (E)-ethyl 2-methyl-3-bromo-2-propenoate, 1-bromo-cyclohexene)과 올레핀 화합물인 ethyl acrylate, methyl methacrylate, ethyl crotonate, allyl cyanide, ethyl 3-butenoate, ethyl 4-pentenoate와 methyl 10-undecenoate를 palladium acetate촉매와 triorthotolyphosphine 및 triehylamine존재 하의 수득율로 얻었으며 이들 생성물의 입체화학도 규명하였다. 위의 방법을 이용하므로써 ethyl 3-butenoate, ethyl 4-pentenoate와 methyl 10-undecenoate에 의한 4개, 5개 및 11개 탄소-탄소 결합의 확장도 가능하였다.

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시클로올레핀류의 오존 산화 반응에 의한 ω-formyl Carboxylic Acid의 합성 (Synthesis of ω-formal Carboxylic Acid by Ozone Oxidation of Cycloolefins)

  • 김봉만;양현수
    • 공업화학
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    • 제5권4호
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    • pp.646-656
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    • 1994
  • Pyridine 촉매 존재하에서 고리형 올레핀류의 오존 산화 반응에 의해 ${\omega}$-formyl carboxylic acid를 합성하고 합성시 온도와 용매가 생성물의 수율에 미치는 영향을 고찰하였다. 사용한 시클로올레핀의 종류에 관계없이 반응온도가 증가할수록 ${\alpha}$, ${\omega}$-dicarboxylic acid의 수율은 증가하는데 비하여 ${\alpha}$, ${\omega}$-dialdehyde은 감소하였다. 그리고 용매의 극성이 클수록 ${\omega}$-formylcarboxylic acid의 수율은 증가하였으며 원하지 않는 polymeric ozonide의 수율은 감소하였다. 반응온도 $0^{\circ}C$와 methylene chloride용매를 사용할 경우 cyclohexene, cyclooctene그리고 cyclododecene의 오존 산화 반응으로부터 생성된 ${\omega}$-formyl carboxylic acid의 수율은 각각 59.30%, 55.20% 그리고 36.72%이었다.

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Stereoselective Synthesis of a Novel Cyclohexene Version of Carbovir

  • Li, Hua;Hong, Joon-Hee
    • Bulletin of the Korean Chemical Society
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    • 제28권10호
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    • pp.1645-1650
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    • 2007
  • This paper describes a racemic and stereoselective synthetic route for a novel cyclohexenyl carbocyclic adenine analogue. The required stereochemistry of the target compound was controlled using a stereoselective glycolate Claisen rearrangement followed by α-chelated carbonyl addition. The introduction of 6-chloropurine was achieved using Mitsunobu conditions, and further modifications of the corresponding heterocycle gave the target cyclohexenyl nucleoside.

Mn(III)-Mediated Radical Cyclization for Δ1-3-Octalone Synthesis

  • Lee, Mi-Ai;Yang, Jae-Deuk;Kim, Moon-Soo;Jeon, Hye-Sun;Baik, Woon-Phil;Koo, Sang-Ho
    • Bulletin of the Korean Chemical Society
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    • 제23권5호
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    • pp.736-740
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    • 2002
  • An efficient and practical synthetic method of △1 -3-octalone, which is a versatile building block for thesyntheses of polycyclic compounds, has been developed. The dianion of ethyl acetoacetate reacts with cyclohexene-1-carboxaldehyde (3) to produce the aldol adduct 6, which then undergoes Mn(Ⅲ)-mediated radical cyclization followed by acetate elimination to give △1 -3-octalone 4. A detailed mechanistic insight of Mn(Ⅲ)-mediated cyclization of 6 has been disclosed.

Stereocontrolled asymmetric synthesis of pancratistatin

  • Park, Je-Eun;Kim, Sang-Hee;Ko , Hyo-Jin
    • 대한약학회:학술대회논문집
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    • 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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    • pp.362.1-362.1
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    • 2002
  • Pancratistatin is a highly oxygenated phenanthridone alkaloid. exhibits a high level of in vitro and in vivo cancer cell growth in inhibitory activity. and antiviral activity. The asymmetric synthesis of this alkaloid has been. accomplished from the commercially available (R)-(+)-3-Butyn-2-ol. We utilized the Claisen rearrangment and metathesis to install stereogenic centers in the cyclohexene ring that has absolute chemistry. (omitted)

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