• 제목/요약/키워드: Allylation

검색결과 44건 처리시간 0.023초

Anticancer Agent인 Methotrexate에 대한 새로운 합성 연구 (A New Synthetic Studies on Anticancer Agent Methotrexate)

  • 유의경;류성렬
    • 대한화학회지
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    • 제37권1호
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    • pp.136-140
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    • 1993
  • 새로운 methotrexate 중간체인 diethyl N-[4-{[(2,4-diamino-6-yl)methyl]-amino}benzoyl]-L-glutamate(10)를 합성하기 위하여 p-nitrobenzoic acid를 chlorination한 다음 L-glutamic acid와 coupling하고 이를 esterification한 후, 환원과 methylation시켜 diethyl N-(4-methylaminobenzoyl)-L-glutamate(7)를 합성하였다. 이 화합물(7)을 DMF 존재하에서 NaH와 allyl chloride를 가하여 allylation한 다음 여기에 $IN_3$ addition 반응으로 diethyl-p-[N-(2-azido-3-iodopropyl)-N-methyl]aminobenzoyl-L-glutamate(9)를 합성하였다. 이 화합물(9)을 2,4,5,6-tetraaminopyrimidine hydrochloride와 cyclization시켜 methotrexate diethylester를 얻었다.

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Carbosilane 고분자상의 나무가지꼴 실란거대분자 형성: Silane Arborols $(V)^1$ (The Formation of Dendrimeric Silane on Poly(carbosilane): Silane Arborols $(V)^1$)

  • 김정균;박은미;정인경
    • 대한화학회지
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    • 제40권5호
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    • pp.347-356
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    • 1996
  • 트리플산에 의한 phenylsilane 의 선태적 분해반응에서는 silyltriflate ester 결합을 형성하였다. 1 혹은 2당량배의 트리플산에 의한 $Ph_3SiH$과 carbosilane 고분자$(Ph_2SiCH_2CH_2CH_2)n$의 Ph기 치환반응에서는 1 혹은 2치환 silyltriflate ester 결합을 형성하였으며 이들과 allylmagnesium bromide와의 반응에 의해 이에 상응되는 화합물을 높은 수율로 얻었다. Carbosilane 고분자의 나무가지꼴 실란거대분자를 allylation 과 hydrosilation법에 의해 제3세대(G3)까지 합성하였다.

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Indium and Gallium-Mediated Addition Reactions

  • Lee, Phil-Ho
    • Bulletin of the Korean Chemical Society
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    • 제28권1호
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    • pp.17-28
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    • 2007
  • Indium and gallium have emerged as useful metals in organic synthesis as a result of its intriguing chemical properties of reactivity, selectivity, and low toxicity. Although indium belongs to a main metal in group 13, its first ionization potential energy is very low and stable in H2O and O2. Therefore, indium-mediated organic reactions are of our current interest. On the basis of these properties of indium, many efficient indium-mediated organic reactions have been recently developed, such as the addition reactions of allylindium to carbonyl and iminium groups, the indium-mediated synthesis of 2-(2-hydroxyethyl)homoallenylsilanes, the indiummediated allylation of keto esters with allyl halides, sonochemical Reformatsky reaction using indium, the indium-mediated selective introduction of allenyl and propargyl groups at C-4 position of 2-azetidinones, the indium-mediated Michael addition and Hosomi-Sakurai reactions, the indium-mediated β-allylation, β- propargylation and β-allenylation onto α,β-unsaturated ketones, the highly efficient 1,4-addition of 1,3-diesters to conjugated enones by indium and TMSCl, and the intramolecular carboindation reactions. Also, we found gallium-mediated organic reactions such as addition reactions of propargylgallium to carbonyl group and regioselective allylgallation of terminal alkynes.

새로운 Pimarane Diterpene의 합성 및 구조-활성 관계

  • 서영거;조윤상;전라옥;최남송;박현주;김영호;이정준;황방연
    • 한국응용약물학회:학술대회논문집
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    • 한국응용약물학회 1993년도 제2회 신약개발 연구발표회 초록집
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    • pp.43-43
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    • 1993
  • Robinson annotation과 입체선택적 alkylation으로 새로운 pimarane diterpene 의 A,B-ring system을 합성한 후 cyclohexane의 allylation과 Claisen 전위를 이용하여 4급탄소 unit를 얻고 Mcurry coupling 반응으로 C-ring을 도입함으로써 새로운 pimarane diterpene을 전합성하였다. 전합성 중에 개발된 방법들을 이용하여 기본 골격들을 합성한 후 효능 검색하여 구조-활성관계를 확립하고 lead compound를 유도해 내었다.

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Synthesis and Characterization of A Carbosilane Dendrimer Containing Allylic End Groups

  • 김정균;박은미;강은주
    • Bulletin of the Korean Chemical Society
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    • 제17권7호
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    • pp.592-595
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    • 1996
  • A silane dendrimer with 48 allylic end groups has been synthesized in excellent yield, via repetitive alkenylation-hydrosilation cycles. Starting with hexaallylethylenedisilane ((CH2=CHCH2)3SiCH2)2 as the core molecule (G0), a succession of alternate platinum catalyzed hydrosilation (Pt/C, 10% platinum content on active carbon) of all allyl groups with methyldichlorosilane and the allylation of all SiCl2 groups with allylmagnesium bromide in THF provided 3rd generation (G3) as carbosilane dendrimer. All the generations of dendrimer have been characterized by 1H and 13C NMR spectroscopy as well as elemental analysis.