• 제목/요약/키워드: mesylation

검색결과 5건 처리시간 0.015초

A Facile Preparation of 2-(2-Hydroxyethyl)homoallenylsilanes Using In Situ Generated Homoallenylindium Reagent

  • 이필호;방극찬;안효순;이구연
    • Bulletin of the Korean Chemical Society
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    • 제22권12호
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    • pp.1385-1389
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    • 2001
  • In situ generated homoallenylindium reagents derived from the reaction of indium with 4-bromo-3-[(tri-methylsilyl) methyl]-1,2-butadiene reacted with a variety of aldehydes in DMF to produce 2-(2-hydroxy-ethyl) homoallenylsilanes at room temperatu re in good to excellent yields. 2- or 3-Hydroxybenzaldehyde that contains labile hydrogen was reacted with homoallenylindium reagent to provide the homoallenylsilanes. In the case of 4-formylbenzoic acid, the desired compound was produced in 88% yield. 4-Bromo-3-[(trimethyl-silyl) methyl]-1,2-butadiene was prepared from monoacetylation and mesylation of 2-butyn-1,4-diol, addition of trimethylsilylmethyl anion, saponification and mesylation followed by Finkelstein reaction.

새로운 AIDS 치료제로서 3'-메틸아미노 피리미딘의 합성 (Sythesis of 3'-Methylamino Pyrimidine as Potential Anti AIDS Agents)

  • 백기현;윤인권
    • 자연과학논문집
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    • 제7권
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    • pp.165-167
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    • 1995
  • 3'-Methylamino pyrimidine 3 was prepared from deoxy pyrimidine via the following 8 step reaction sequences; silyl protection, mesylation, cyclization, azide substitution, hydrogenation, t-Boc protection, methylation, and deprotection in 23% overall yield as a potential anti-AIDS agents.

분자화약 TNAZ 합성에 대한 개선 기법 (Advances synthesis process of TNAZ)

  • 전용구
    • 한국군사과학기술학회지
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    • 제6권1호
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    • pp.108-115
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    • 2003
  • TNAZ is a high explosive material because it is a highly strained ring compound containing one nitramine and gem dinditro groups. 1-t-butyl-3-nitroazetidine which was used as an intermediate previously, which declined the overall yield in synthesizing TNAZ. We obtained 1-t-butyl-3-hydroxymethyl-3-nitroazetidine in 64% yield from advances process which was used in synthesis of 1-t-butyl-3-nitroazetidine. The reaction pathway, shortening of reaction time, together with improvement of yield were studied too. We have obtained TNAZ in 85% yield.

덴드리틱 벤질 클로라이드의 효율적인 합성 (Facile Synthesis of Dendritic Benzyl Chlorides from Their Alcohols with Methanesulfonyl Chloride/$Et_3N$)

  • 이재욱;한승철;김희주;김정환;이언엽;김병기;성새름;강화신;김지현;허도성
    • 폴리머
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    • 제31권5호
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    • pp.417-421
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    • 2007
  • 덴드리틱 벤질 알코올을 트리에틸아민과 메탄술포닐클로라이드와 반응시켜서, 덴드리틱 벤질 클로라이드의 효율적인 합성이 이루어졌다. 이 반응은 히드록시기의 메실화 반응과 염소화 반응의 2단계 반응으로 이루어지는데, 중간체의 분리없이 한 반응 용기내에서 반응이 진행되는 경제적인 방법이다.

6-히드록시알킬리덴페니실란산 염의 합성 (Synthesis of 6-Hydroxyalkylidenepenicillanates)

  • 이중환;고재영;서경재;구양모;이윤영
    • 대한화학회지
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    • 제43권4호
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    • pp.447-455
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    • 1999
  • Allyl (5R)-dibromopenicillanate(6)의 2,3-O-isopropylidene-D-glyceraldehyde와의 축합, $Zn-NH_4OAc$에 의한 환원 및 Mitsunobu 제거반응의 일련의 과정을 거처서 allyl (5R)-(Z) 및 (5R)-(E)-6-[(2S)-2,3-isopropylidenedioxypropylidene]penicillanate(10a 및 10b)를 합성하였다. 화합물10a의 이소프로필리덴 및 알릴 보호기를 제거하여 potassium (5R)-(Z)-6-[(2S)-2,3-dihydroxypropylidene]penicilla-nate(4)를 얻었다. 그러나 화합물 10b의 이소프로필리덴 보호기를 제거한 결과 ${\alpha},\;{\beta}$-unsaturated-lactone(12)이 얻어짐을 확인하였다. Allyl(5R)-6,6-dibromopenicillanate(6)의 (2S)-2-(t-butyldimethyl-silyloxy)propanal(15)과의 축합, $Zn-NH_4OAc$에 의한 환원 및 Mitsunobu 제거반응 또는 메실화-제거반응의 일련의 과정을 거처서 allyl (5R)-(Z)- 및 (5R)-(E)-6-[(2S)-2-(t-butyldimethylsilyloxy)propylidene]-penicillanate(18a 및 18b)를 합성하였다. 화합물 18a 및 18b의 t-부틸디메틸실릴 및 알릴 보호기를 제거하여 potassium (5R)-(Z)- 및 (5R)-(E)-6-[(2S)-2-hydroxypropylidene]penillanate(5a 및 5b)를 얻었다.

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