• 제목/요약/키워드: Acetoacetate

검색결과 46건 처리시간 0.024초

Carpenter bee pheromone의 2-methyl-5(S)-hexanolide의 부분 입체선택적 합성 (The diastereoselective synthesis of 2-methyl-5(S)-hexanolide)

  • 장재혁;이상준;김정한
    • Applied Biological Chemistry
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    • 제37권1호
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    • pp.25-29
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    • 1994
  • Ethyl acetoacetate를 빵효모가 환원해 생산한 ethyl-(S)-3-hydroxy-butyrate(2a)를 키 랄 출발물질로 하여 수목에 피해를 끼치는 해충인 carpenter bee의 수컷이 분비하는 성 페로몬인 cis-2-methyl-5-hexanolide(1)을 diastereomer로 합성하였다. 역합성적 분석을 통한 합성계획으로부터 T-Goal로 Wittig반응을 잡고 출발물질을 환원하여 얻은 알데히드 4와 triethyl 2-phosphonopropionate(7)을 Horner-Emmons반응시켜 ${\alpha},{\beta}$-불포화 에스테르 5를 얻은 뒤 catalytic hydrogenation과 lactonization을 시켜 carpenter bee 페로몬 1을 전체수율 37%로 쉽고 간단하게 합성하였다.

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Al-SBA-1 분자체의 합성과 Coumarins합성반응에 축매특성 연구 (Synthesis of Al-SBA-1 molecular sieve and its application in synthesis reaction of Coumarins)

  • 팽메이메이;푸시파라지 헤마라다;마니 가니쉬;장현태;차왕석
    • 한국산학기술학회:학술대회논문집
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    • 한국산학기술학회 2012년도 춘계학술논문집 1부
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    • pp.431-435
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    • 2012
  • Aluminum containing mesoporous molecular sieves Al-SBA-1 ($n_{Si}/n_{Al}$= 2, 5, 10, 15) was synthesized with a one-step method, and the catalyst was characterized with powder X-ray diffraction (XRD), nitrogen adsorption-desorption, thermogravimetric analysis (TGA), scanning electron microscopy (SEM) and Fourier transform infrared spectroscopy (FT-IR). Finally, we studied the catalytic activities of Al-SBA-1 molecular sieves in Pechmann reaction of 3-methoxyphenol and Ethyl acetoacetate to get 7-methoxy-4-methyl coumarin. Four parameters reaction temperature, time, catalyst weight and reactants ratio were optimized.

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Synthesis of certain N-Aryl-N'-(2-pyrimidinyl)guanidine derivatives as potential antimicrobial agents

  • Eisa, H.M.;Tayel, M.A.;Yousif, M.Y.;El-Kerdway, M.M.
    • Archives of Pharmacal Research
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    • 제13권1호
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    • pp.78-81
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    • 1990
  • N-Aryl-N'(4-hydroxy-6-methyl-2-pyrimidinyl)guanidines (IIa-c) were prepared by cyclization of N-arybiguanides (Ia-c) with ethyl acetoacetate. Coupling of compounds (IIa-c) with the appropriate diazotized arylamine gave N-aryl-N'-(5-arylhydrazono-6-methyl-4-oxopyrimidin-2-yl) guanidines (IIIa-f). Whereas, their chlorination with phosphorus oxychloride followed by treatment of N-aryl-N'-(4-Chloro-6-methyl-2-pyrimidinyl)guanidimes (IVac) with the appropriate arylamine afforded the corresponding 4-arylamino derivatives (Vaf). Compounds (IIa-f) were also formed when compounds (1a-c) were treated with ethyl 2-arylhydrazono-3-oxobutyrates. The antimircobial testing of some of the prepared compounds against some pathogenic microorganisms revealed that only two have a marked effect against Escherichia coli.

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X-Ray 단결정체 분석에 의한 6,7-디클로로퀴놀린-5,8-디온의 친핵치환반응 (Nucleophilic Substitution of 6,7-Dichloroquinoline-5,8-dione by X-ray Crystal Structure Analysis)

  • 서명은
    • 약학회지
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    • 제40권4호
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    • pp.382-386
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    • 1996
  • The compound of the 6,7-dichloroquinoline-5,8-dione has two asymmetric chloro radicals at the position of the C6 and C7. When the compound reacts with ethyl acetoacetate in the presence of sodium ethoxide, it is considered that C6 and/or C7 position of the compound can be substitued. The exact substitued position of the product (I) could not be identified by the NMR analysis in our experiment. Therefore, we synthesized the 3-ethoxycarbonyl-2-methyl-1-N-propyl pyridino(2,3f)indole-4,9-dione by reaction of the product (I) with propylamine via intramolecular cyclization to identify the substitued position of the product (I) using the X-ray crystallographic structure analysis. The result demonstrates that the position of nucleophilic substitution of the product (I) is at the position of the C6.

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1N-아릴-2-메틸-3-에톡시카르보닐-피리디노 [2,3-f]인돌-4,9-디온 유도체의 합성 (II) (Synthesis of 1N-aryl-2-methyl-3-ethoxycarbonyl-pyridino [2,3-f]indole-4,9-dione derivatives (II))

  • 서명은;박희경
    • 약학회지
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    • 제41권5호
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    • pp.582-587
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    • 1997
  • The 6.7-dichloroquinoline-5,8-dione (I) was reacted with ethyl acetoacetate in the presence of sodium ethoxide to yield 6-(${\alpha}$-acetyl-${\alpha}$-ethoxycarbonyl methyl)-7-chloro-qui noline-5,8-dione(II). When this compound II was reacted with some arylamine (phenyl, p-toluyl, p-fluorophenyl, p-chlorophenyl. p-bromophenyl, p-iodophenyl, p-trifluoromethylphenyl, p-dimethylaminophenyl,indanyl), 1N-aryl-2-methyl-3-ethoxycarbonyl pyridino[2,3-f]-indole-4.9-dione(IIIa-I) were obtained via intramolecular cyclization.

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1N-알킬-2-메틸-3-에톡시카르보닐-피리디노(2,3f)인돌-4,9-디온 유도체 합성 (Synthesis of 1N-alkyl-2-methyl-3-ethoxycarbonyl-pyridino(2,3f)indole-4,9-dione Derivatives)

  • 서명은;박희경
    • 약학회지
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    • 제40권1호
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    • pp.19-24
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    • 1996
  • The 6,7-dichloroquinolone-5,8-dione(I) was reacted with ethyl acetoacetate in the presence of sodium ethoxide to yield 6-(${\alpha}$-acetyl-${\alpha$-ethoxycarbonyl-methyl)-7-chloro-quin oline-5,8-dione(II). When this compound II was reacted with some alkylamine (methylamine, ethylamine, propylamine, isopropylamine, cyclopropylamine, methoxyethylamine, ethanolamine, benzylamine, furfurylamine), 1N-alkyl-2-methyl-3-ethoxycarbonyl-pyridino(2,3f)-indole-4,9-dione(IIIa-i) were obtained via intramolecular cyclization.

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Ultrasound Mediated, Sodium Bisulfite Catalyzed, Solvent Free Synthesis of 6-Amino-3-methyl-4-substitued-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile

  • Darandale, Sunil N.;Sangshetti, Jaiprakash N.;Shinde, Devanand B.
    • 대한화학회지
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    • 제56권3호
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    • pp.328-333
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    • 2012
  • A simple, convenient and practical green synthetic protocol for sodium bisulfite catalyzed multicomponent reaction of ethyl acetoacetate, hydrazine hydrate, malononitrile, and various aldehydes for the synthesis of 6-amino-4-phenyl-3-methyl-2,4-ihydropyrano[2,3-c]pyrazole-5-carbonitriles using ultrasound irradiations in solvent free condition. This method provides the advantage of operational simplicity, shorter reaction time and excellent yields making the protocol environment friendly and economically lucrative.

Polymer Support Immobilized Acidic Ionic Liquid: Preparation and Its Application as Catalyst in the Synthesis of Hantzsch 1,4-Dihydropyridines

  • Jahanbin, Bentolhoda;Davoodnia, Abolghasem;Behmadi, Hossein;Tavakoli-Hoseini, Niloofar
    • Bulletin of the Korean Chemical Society
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    • 제33권7호
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    • pp.2140-2144
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    • 2012
  • A polymer support immobilized acidic ionic liquid was prepared by copolymerization of 3-vinyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate with styrene in the presence of benzoyl peroxide and its primary application as a solid acidic heterogeneous catalyst to the synthesis of Hantzsch 1,4-dihydropyridines through a one-pot three-component reaction of aromatic aldehydes, ethyl acetoacetate and ammonium acetate was investigated. The results showed that this heterogeneous catalyst has high catalytic activity and the desired products were obtained in good to high yields. Moreover, the catalyst was found to be reusable and a considerable catalytic activity still could be achieved after third run.

Preparation of ZnO Thin Films Using Zn/O-containing Single Precursorthrough MOCVD Method

  • Park, Jong-Pil;Kim, Sin-Kyu;Park, Jae-Young;Ok, Kang-Min;Shim, Il-Wun
    • Bulletin of the Korean Chemical Society
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    • 제30권1호
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    • pp.114-118
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    • 2009
  • A new Zn/O single source precursor, TMEDA-Zn$(eacac)_2$, has been synthesized by using N, N, N’, N’-tetramethylethylendiamine (TMEDA), sodium ethyl-acetoacetate, and $ZnCl_2$. From this organometallic precursor, ZnO thin films have been successfully grown on Si (100) substrates through the metal organic chemical vapor deposition (MOCVD) method at relatively mild conditions in the temperature range of 390~430 ${^{\circ}C}$. The synthesized ZnO films have been found to possess average grain sizes of about 70 nm with an orientation along the c-axis. The precursor and ZnO films are characterized through infrared spectroscopy, nuclear magnetic resonance spectroscopy, EI-FAB-spectroscopy, elemental analyses, thermal analysis, X-ray diffraction, and field emission scanning electron microscopic analyses.