• Title/Summary/Keyword: alkylation

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Synthesis of Novel 2'-Spirocyclopropanoid 4'-Deoxythreosyl Phosphonic Acid Nucleoside Analogues

  • Shen, Guang Huan;Hong, Joon Hee
    • Bulletin of the Korean Chemical Society
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    • v.34 no.3
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    • pp.868-874
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    • 2013
  • Efficient synthetic route to novel 2'-spirocyclopropanoid 4'-deoxythreosyl phosphonic acid nucleosides was described from 1,4-dihydroxy-2-butene. Cyclopropane moiety was prepared via ester enolate alkylation using (2-chloroethyl)dimethylsulfonium iodide. Synthesized nucleoside analogues 16, 19, 23 and 26 were tested for anti-HIV activity as well as cytotoxicity. However, none of them showed any anti-HIV activity or cytotoxicity up to 100 ${\mu}M$.

새로운 Pimarane Diterpene의 합성 및 구조-활성 관계

  • 서영거;조윤상;전라옥;최남송;박현주;김영호;이정준;황방연
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1993.04a
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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 of Potential Antiinfammatory Benzisothiazoline Derivatives (잠재성 항염효과가 있는 벤즈이소티아졸린 유도체의 합성)

  • 박명숙;윤명선;김미경;권순경
    • YAKHAK HOEJI
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    • v.45 no.6
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    • pp.570-574
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    • 2001
  • In order to discover new useful NSAIDs, novel N-substituted 1,2-benzisothiazoline-3-one 1,1- dioxide derivatives, which can exhibit potentially antiinflammatory activity were synthesized. 1,2-Benz-isothiazoline-3-one-N-acetic acids 6a, b were obtained from monochloroacetic acid and sodium 1,2-benz-isothiazoline-3-ones in DMF by N-alkylation reaction. N-Substituted 1,2-benzisothiazoline-3-one 1,1-dioxide derivatives 7a-e were synthesized through the coupling of compound 6a, b and several amines (aniline, 2- aminopyridine , 2-aminothiazole, 2-aminotetrazole) with dicyclohexylcarbodiimide in methyl e no chloride.

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Total Synthesis of (±)-Aspidospermidine Starting from 3-Ethyl-5-bromo-2-pyrone

  • Cho, Hyun-Kyu;Tam, Nguyen Thanh;Cho, Cheon-Gyu
    • Bulletin of the Korean Chemical Society
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    • v.31 no.11
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    • pp.3382-3384
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    • 2010
  • A new synthetic route to ($\pm$)-aspidospermidine was devised, starting from the cycloadduct of 3-ethyl-5-bromo-2-pyrone with vinyl sulfide through a tandem conjugate addition-alkylation sequence. The requisite 3-ethyl-5-bromo-2-pyrone was prepared via the C3-selective Pd-catalyzed coupling reaction with $Et_3Al$-dimethylaminoethanol complex.

Cyclization Reaction of 2(2',2'-Diethoxyethyl) Aminobenzamide (2(2', 2'-디에톡시에틸) 아미노벤즈아마이드의 고리화반응 (I))

  • 서명은
    • YAKHAK HOEJI
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    • v.31 no.6
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    • pp.370-375
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    • 1987
  • 1, 4-Benzodiazepin 5-one was prepared from 2-aminobenzamide derivatives by acid catalyzed intermolecular cyclization. N-Alkylation of 2-aminobenzamide with $\alpha$-bromo acetaldehyde diethylacetal to 2(2', 2'-diethoxyethyl) aminobenzamide (I) and subsequent treatment of I with acid gave 1, 4-benzdiazepin 5-one, where as the acetyl derivatives of I did not react to 1, 4-benzodiazepin 5-one but to methyl 4-quinazolone (IV).

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