• 제목/요약/키워드: Imine

검색결과 135건 처리시간 0.025초

헤테로환성 아민기를 갖는 신규 택솔유도체의 합성 (Synthesis of Novel Taxol Analogues with Heterocylclic Amino Moieties)

  • 박해일
    • 약학회지
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    • 제45권4호
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    • pp.321-327
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    • 2001
  • The synthesis of novel taxol analogues with an amine moiety at the 7- and 10-positions to examine the BBB penetration was described. The analogues were synthesized from 2'-O-(tert-butyldim-ethylsilyl)taxol and 2'-0-(tert-butyldimethylsilyl) -7-O-(triethylsilyl)-10-deacetyltaxol, the key intermediates, in 2 steps via the esterification with heterocyclic amino acids and the subsequent desilylation reaction.

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Synthesis of Novel H8-Binaphthol-based Chiral Receptors and Their Applications in Enantioselective Recognition of 1,2-Amino alcohols and Chirality Conversion of L-Amino acids to D-Amino acids

  • Jung, Hye-In;Nandhakumar, Raju;Yoon, Hoe-Jin;Lee, Sang-Gi;Kim, Kwan-Mook
    • Bulletin of the Korean Chemical Society
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    • 제31권5호
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    • pp.1289-1294
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    • 2010
  • Novel $H_8$-binaphthol-based chiral receptors appended with an uryl moiety (2a) and a guanidinium moiety (2b) have been designed and synthesized for the enantioselective recognition of 1,2-amino alcohols via reversible imine formation. The selectivities ($K_R/K_S$ = 9.8 ~ 19.4) of 2b in imine formation with 1,2-amino alcohols are higher than those of 2a ($K_R/K_S$ = 1.8 ~ 4.5). Similar efficiency trend have been observed in the conversion of L-amino acids to D-amino acids, i.e., the efficiency of the receptor 2b (D/L ratio: 4.3 ~ 10.1) is superior to 2a (D/L ratio: 4.0 ~ 8.7).

The Chirality Conversion Reagent for Amino Acids Based on Salicyl Aldehyde

  • Yoon, Hoe-Jin;Jung, Hein;Ahn, Yun-Soo;Nandhakumar, Raju;Kim, Jun-Soo;Kim, Kwan-Mook
    • Bulletin of the Korean Chemical Society
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    • 제33권5호
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    • pp.1715-1718
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    • 2012
  • 2-Hydroxy-6-(1-(3-phenylurylphenyl)ethoxy)-benzaldehyde ($\mathbf{2}$) has been synthesized in racemic form from 1,3-Dihydroxybenzene via formylation and reaction with 3-phenyluryl-methylbenzylbromide. The optically pure form of $\mathbf{2}$ was separated by normal silica column chromatography from the imine diastreomer which was obtained by the reaction of racemic mixture of $\mathbf{2}$ with optically pure leucinol. The absolute configuration of the separated enantiomer of $\mathbf{2}$ was decided from the energy calculation of the corresponding imine diastereomers. The activity of $\mathbf{2}$ as a chirality conversion reagent (CCR) for amino acids was determined by $^1H$ NMR analysis. The efficiency of $\mathbf{2}$ is not better than the previous CCRs based on binaththol. Compound $\mathbf{2}$, however, has lower molecular weight compared to other CCRs. This work demonstrates that asymmetric carbon can control the selectivity of amino acids.

5-Phenyl-tetrazole의 光分解反應과 그 메카니즘에 관한 硏究 (The Mechanism in the Photolysis of 5-Phenyl-tetrazole Derivatives)

  • 채영복;장경수;김성수
    • 대한화학회지
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    • 제11권3호
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    • pp.85-88
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    • 1967
  • 5-Phenyl-tetrazole은 光分解하면 질소 한 分子를 放出하며 1,3-dipole인 C-phenyl-nitrilei-mine을 形成한다. 그러나 이때 dipolarphile의 存在下에서 1,3-dipole-cyclo-addition은 일으키지 않으며 二重合體인 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine(III)을 거쳐 最終産物로서 3,6-diphenyl-1,2,4,5-tetrazine(IV), 2,5-diphenyl-1,2,4-triazole, 4-amino-3,5-diphenyl-1,2,4-triazole, benzonitrile, ammonia 그리고 nitrogen을 生成한다.

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Preparation of Si(Al)ON Precursor Using Organoaluminum Imine and Poly (Phenyl Carbosilane), and the Compositional Change of the Film with Different Heat Treatment Condition

  • Lee, Yoonjoo;Shin, Dong-Geun;Kwon, Woo Teck;Kim, Soo Ryong;Kim, Younghee
    • 한국세라믹학회지
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    • 제52권4호
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    • pp.243-247
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    • 2015
  • Si(Al)ON precursor was synthesized by formation of new Si-N bond using organoaluminum imine and liquid type poly(phenyl carbosilane). It was decomposed between $200-600^{\circ}C$, and the ceramic yield was 51% after pyrolysis. 150 - 200 nm in thickness of coating film was obtained by spin coating method. The precursor was easily oxidized during process because it was unstable in air. However the oxygen content was limited to 0.5 - 0.7 to silicon in heat treatment step. Even though the content of nitrogen was decreased by pyrolysis, Al-N and Si-N bonds were formed in ammonia atmosphere, and Si(Al)ON film was formed with 0.2 in content to silicon.

새로운 Quinoxaline류의 합성과 토토머화 현상 (제2보) (Synthesis and Tautomerism of Novel Quinoxalines (Part II))

  • 김호식;최경옥;임우성
    • 대한화학회지
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    • 제47권4호
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    • pp.345-353
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    • 2003
  • 6-Chloro-3-methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline(5) 또는 3-methoxycarbonylmethylene- 6-nitro-2-oxo-1,2,3,4-tetrahydroquinoxaline(6)을 hydrazine hydrate와 반응시켜 3-hydrazinocarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline류(7, 8)를 합성하였다. 화합물 7 또는 8을 치환 벤즈알데히드류 및 헤테로고리 알데히드류와 반응시켜 quinoxaline류(9-14)를 각각 합성하였다. 합성한 화합물들은 dimethyl sulfoxide 용액에서 enamine형, methylene imine형 또는 enamine형, methylene imine형, enaminol형 사이에 토토머화 현상을 나타내었는데, 이들의 토토머 비를 1H NMR로서 측정하였다.

새로운 1,2,4-Triazole 유도체의 합성에 관한 연구 (Synthesis of Novel 1,2,4-Triazole Derivative)

  • 김호식;박태주;도이향;이만길;창택가구
    • 대한화학회지
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    • 제36권5호
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    • pp.738-743
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    • 1992
  • ${\circo}-페닐렌디아민(3)을 출발물질로 하여 4단계를 거쳐 {\alpha}-arylhydrazonoacylazide(7)를 합성하였다. 얻어진 {\alpha}-arylhydrazonoacylazide(7)는 디메틸슬폭시드 용액에서 hydrazone imine형과 diazenyl enamine형으로 존재하는데 이들 사이의 토오토메리 현상을 ^1H-NMR 스펙트럼 데이타에 의하여 측정된 토오토머 비로서 고찰하였다. {\alpha}-arylhydrazonoacylazide(7)를 벤젠용매에서 환류시켜 1-aryl-3-quinoxalinyl-1,2,4-triazol(8)을 합성하였다.$

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Quinoxaline 고리를 가진 Pyrazole류 및 N-Phenylethanamide류의 합성과 토토머화 현상 (Synthesis and Tautomerism of Pyrazoles and N-Phenylethanamides with Quinoxaline Ring)

  • 김호식;최경옥;이형철;곽삼탁
    • 대한화학회지
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    • 제45권5호
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    • pp.454-460
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    • 2001
  • 3-Methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline(7)을 hydrazine hydrate와 반응시켜 3-hydrazinocarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline(8)을 합성하였다. 화합물 8을 alkyl (ethoxymethylene)cyanoacetate류와 반응시켜 [(quinoxalin-2-ylidene)ethanoyl]-1H-pyrazole류(9)를 합성하였고, 화합물 9b를 N-alkylaniline류와 반응시켜 N-alkyl-(quinoxalin-2-ylidene)-N-phenylethanamide류(10)를 합성하였다. 얻어진 화합물 9, 10은 용액에서 enamine 형과 methylene imine 형 사이에 토토머화 현상을 나타내었는데, 이들의 토토머비를 $^1H$ NMR 로서 측정하였다.

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Studies on The Elution Behavior of Ni(II)-${\alpha}$-isonitroso-${\beta}$-diketone Imine Chelates in Reversed-Phase Liquid Chromatography

  • Lee, Won;Kim, In-Whan;Kim, Mi-Kyoung;Kim, Yong-Jun;Jung, Hae-Rim;No, Kyoung-Tai;Kim, Su-Yeon
    • 분석과학
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    • 제8권4호
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    • pp.519-527
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    • 1995
  • The retention mechanism of Ni(II)-${\alpha}$-isonitroso-${\beta}$-diketone imine chelates in reversed-phase HPLC has been studied by examining the effect of temperature, mobile phase composition in acetonitrile-water mixture, and molecular structure on retention. The empirical retention equation was investigated to evaluate the properties of S (hydrophilic index). The value of the S index of the Ni(II) chelates decrease with the increasing column temperature and a linear relationship between S and log $k{_w}^{\prime}$ has been found. The results showed that the S index is influenced by the interaction between Ni(II) chelates and mobile phase. Molecular properties, van der Waals molar volume, polarizability and dipole moment, of the Ni(II) chelates were calculated by Cerius 2 program and the calculations were performed at Universal Force Field (UFF) model. The S value and log $k{_w}^{\prime}$ increase with decreasing the dipole moment of Ni(II) chelates.

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Allyloxy-and Benzyloxy-Substituted Pyridine-bis-imine Iron(II) and Cobalt(II) Complexes for Ethylene Polymerization

  • Kim Il;Han Byeong Heui;Kim Jae Sung;Ha Chang-Sik
    • Macromolecular Research
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    • 제13권1호
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    • pp.2-7
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    • 2005
  • A series of ethylene polymerization catalysts based on tridentate bis-imine ligands coordinated to iron and cobalt was reported. The ligands were prepared through the condensation of sterically bulky anilines with allyloxy-and benzyloxy-substituted 2,6-acetylpyridines. The pre-catalyst complexes were penta-coordinate species of the general formula $\{[(ArN=C(Me))_2(4-RO-C_5H_3N)]MCl_2\}$ (Ar=ortho dialkyl-substituted aryl ring; R=allyl, benzyl; M=Fe, Co). In the presence of ethylene and methyl alumoxane cocatalysts, these complexes were active for the polymerization of ethylene, with activities lower than those of metal complexes of the general formula $\{[(2-ArN=C(Me)_2C_5H_3N]MCl_2\}$ (Ar=ortho dialkyl-substituted aryl ring; M=Co, Fe), containing no substituents in 2,6-acetylpyridine ring. The effects of the catalyst structure and temperature on the polymerization activity, thermal properties, and molecular weight were discussed.