• 제목/요약/키워드: Mitsunobu reaction

검색결과 26건 처리시간 0.017초

Nonlinear Optical Polymers Possessing Thermal and Temporal Stability: Potentials and Prospect

  • Kim, Dong-Wook;Ju, Hyun-Kyung;Ahn, Soo-Mi;Yoon, Sung-Cheol;Lim, Jong-Sun;Park, Seung-Ku;Lee, Chang-Jin
    • 한국고분자학회:학술대회논문집
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    • 한국고분자학회 2006년도 IUPAC International Symposium on Advanced Polymers for Emerging Technologies
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    • pp.165-165
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    • 2006
  • We prepared nonlinear optical (NLO) polymers possessing thermal and temporal stability, which were based on the polyimides appended with NLO chromophores. NLO chromophores with a terminal hydroxyl group have been synthesized by coupling between aminobenzene or julolidine donor and phenylene bridge, and then subsequent coupling between the resulting product and tricyanofuran acceptor. The chromophores were chemically bonded to the polyimides backbone through Mitsunobu reaction. The NLO polymers showed $160-170^{\circ}C$ of Tgs and were thermally stable up to $200^{\circ}C$. We obtained optical quality films by spincoating and evaluated their electro-optical properties and temporal stability.

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Antiviral Activity Enhancement through the SATE Prodrug of a 2'-Modified 5'-Norcarbocyclic Adenine Analogue

  • Li, Hua;Kim, Si-Wouk;Hong, Joon-Hee
    • Bulletin of the Korean Chemical Society
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    • 제31권8호
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    • pp.2180-2184
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    • 2010
  • We synthesized and tested the anti-HIV activity of the SATE prodrug of a 2'-methyl 5'-norcarbocyclic adenine analogue. The introduction of a methyl group in the 2'-position was performed by the addition of a carbonyl using isopropenyl magnesium bromide. The adenine base was efficiently coupled using the Mitsunobu reaction. The chemical stability study of the bis(SATE) derivative 18 was measured at neutral (pH 7.2) and slightly acid (milli-Q water, pH 5.5) pH, and compounds 16 and 18 were evaluated as potential anti-HIV-1 agents.

Total Synthesis of Azasugar 1,4-Dideoxy-1,4-imino-D-galacitol

  • Sadhu, Partha Sarathi;Santhoshi, Amlipur;Rao, Vaidya Jayathirtha
    • Bulletin of the Korean Chemical Society
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    • 제33권11호
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    • pp.3554-3558
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    • 2012
  • A new highly stereoselective synthesis of pyrrolidine azasugar 1,4-dideoxy-1,4-imino-D-galacitol is being reported herein. The synthesis was achieved in a linear sequence and inexpensive chiral source (+)-diethyl tartarate was used as the starting material. The key step involved during the synthesis was Pd catalysed amino cyclization of alkenylamine, Bose modified Mitsunobu reaction and Sharpless asymmetric dihydroxylation.

Synthesis and Biological Activity of [[(Heterocycloamino)alkoxy] benzyl]-2,4-thiazolidinediones as $PPAR_\gamma$ Agonists

  • Jeon Raok;Kim Yoon-Jung;Cheon Ye-Jin;Ryu Jae-Ha
    • Archives of Pharmacal Research
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    • 제29권5호
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    • pp.394-399
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    • 2006
  • Benzothiazole derivatives of thiazolidinediones (TZD) were synthesized using a modified Mitsunobu reaction of 2-(benzothiazol-2-ylmethylamino)ethanol (2) with 5-(4-hydroxybenzyl)-3-triphenylmethylthiazolidine-2,4-dione and assayed for activity on peroxisome proliferator-activated receptor (PPAR) subtypes and inhibitory activity of NO production in lipopolysaccharide-activated macrophages. Most of the tested compounds were identified as potent $PPAR_\gamma$ agonists, indicating their potential as drug candidates for diabetes.

Preparation of BaTiO3 Thick Film by an Interfacial Polymerization Method

  • Iwasaki, Mitsunobu;Park, Won-Kyu
    • 한국재료학회지
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    • 제17권10호
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    • pp.548-554
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    • 2007
  • [ $BaTiO_3$ ] thick film by an interfacial polymerization method was prepared at the liquid/liquid interface between benzyl alcohol saturated solution with the basic catalyst [diethyl amine ($NHEt_2$) or triethylamine ($NEt_3$)], and the water dissolved with $TiO_2$ and $Ba(CH_3COO)_2$. The film thickness increased gradually with an increase in diethyl amine($NHEt_2$) or triethylamine($NEt_3$) volume and the reaction time. The homogeneity of $BaTiO_3$ thick film after sintered at $600^{\circ}C$ was confirmed by EPMA analysis, which showed that both of Ba and Ti element were homogeneously distributed on the surface as well as in the perpendicular direction of the film. The thickness of $BaTiO_3$ film obtained by this process was $8.75\;{\mu}m$.

Highly Efficient Synthesis of Conformationally Fixed Bicyclo[3.1.0]hexyl Nucleosides with an Ethenyl Group at C3'-Position as Potential Antiviral Agents

  • Kim, Seong Jin;Woo, Youngwoo;Park, Ah-Young;Kim, Hye Rim;Son, Sujin;Yun, Hwi Young;Chun, Pusoon;Moon, Hyung Ryong
    • Bulletin of the Korean Chemical Society
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    • 제35권9호
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    • pp.2649-2654
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    • 2014
  • Synthesis of north-5'-methylbicyclo[3.1.0]hexyl adenine and hypoxanthine nucleosides with an ethenyl group at C3' position was successfully achieved by a highly facile method. Methylbicyclo[3.1.0]hexanone (${\pm}$)-7 with three contiguous chiral centers and its epimer (${\pm}$)-6 was remarkably simply constructed only by four steps involving a carbenoid insertion reaction in the presence of rhodium (II) acetate dimer as a metal catalyst, giving a correct relative stereochemistry of the generated three chiral centers. Due to steric hindrance from the concave face of the bicyclo[3.1.0]hexanone system, a Grignard reaction of (${\pm}$)-7 with ethenylmagnesium bromide showed exclusive diastereoselectivity towards the b-face. The Grignard reaction chemoselectively proceeded without reacting with ester functionality. Coupling reaction of glycosyl donor (${\pm}$)-11 with 6-chloropurine nucleobase afforded only the desired $N^9$-alkylated nucleoside without the formation of $N^7$-regioisomer. By the conventional method, 6-chloro group was converted into 6-amino and 6-hydroxy groups to give the desired adenine and hypoxanthine bicyclo[3.1.0]hexyl carbanucleosides with 3'-ethenyl group, respectively.