• Title/Summary/Keyword: Imine synthesis

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The role of chemical bond as the preparation of polynuclear metal dendritic molecule for PDD or PDT

  • Choi, Chang-Shik
    • Proceedings of the Korean Institute of Information and Commucation Sciences Conference
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    • 2022.05a
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    • pp.391-393
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    • 2022
  • The preparation of polynuclear metal dendritic molecule for photodynamic diagnosis(PDD) or photodynamic therapy(PDT) has been interested on design and synthesis of metal-to-metal long ranged macromolecule. Herein, imine bond or amide bond as chemical bond is an important role on the construction of energy transfer or electron transfer system. Therefore, we will be presented on the role of chemical bond for the preparation of polynuclear metal dendritic molecule.

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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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    • v.31 no.5
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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).

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

  • Ho Sik Kim;Kyung Ok Choi;Woo Sung Lim
    • Journal of the Korean Chemical Society
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    • v.47 no.4
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    • pp.345-353
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    • 2003
  • The reaction of 6-chloro-3-methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline(5) or 3-methoxycarbonylmethylene-6-nitro-2-oxo-1,2,3,4-tetrahydroquinoxaline(6) with hydrazine hydrate gave 3-hydrazinocarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxalines(7, 8). The reaction of compound 7 or 8 with substituted benzaldehydes or heteroaromatic aldehydes afforded quinoxalines(9-14). Compounds showed the tautomerism between the enamine and methylene imine forms, and between the enamine, methylene imine and enaminol forms in dimethyl sulfoxide solution. The tautomer ratios were determined by the 1H NMR.

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

  • Kim, Ho Sik;Park Tae Joo;Doh Yi Hyang;Lee Man Kil;Kurasawa Yoshihisa
    • Journal of the Korean Chemical Society
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    • v.36 no.5
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    • pp.738-743
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    • 1992
  • ${\alpha}-Arylhydrazonoacylazide(7) was synthesized starting from {\circo}-phenylenediamine(3) in four steps. The tautomeric behavior of {\alpha}-arylhydrazonoacylazide(7) between the hydrazone imine and diazenyl enamine forms in the dimethyl sulfoxide solution was investigated on the basis of the tautomer ratio determined by the ^1H-NMR spectral data. The 1-aryl-3-quinoxalinyl-1,2,4-triazol(8) was synthesized from {\alpha}-arylhydrazonoacylazide(7) by refluxing in benzene.$

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

  • Kim, Ho Sik;Choi, Kyung Ok;Lee, Hyong Choul;Kwag, Sam Tag;Yoshihisa Kurasawa
    • Journal of the Korean Chemical Society
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    • v.45 no.5
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    • pp.454-460
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    • 2001
  • The reaction of 3-methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline(7) with hydrazine hydrate gave 3-hydrazinocarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline(8). The reaction of compound 8 with alkyl (ethoxymethylene)cyanoacetates gave the [(quinoxalin-2-ylidene)ethanoyl]-1H-pyra-zoles(9). The reaction of compound 9b with N-alkylanilines provided the N-alkyl-(quinoxalin-2-ylidene)-N-phenylethanamides(10). Compounds 9 and 10 showed the tautomerism between the enamine and methylene imine forms in solution. The tautomer ratios were determined by the $^1H$ NMR.

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Microenvironmental Optimizaton of Immobilized Invertase for Methyl- $\beta$ -D-Fructofuranoside Synthesis (Methyl- $\beta$ -D-Fructofuranoside 합성을 위한 고정화 전화당 효소의 미소환경 최적화)

  • 허주형;안형환
    • Journal of the Korea Safety Management & Science
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    • v.1 no.1
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    • pp.259-272
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    • 1999
  • In order to enhance the selectivity, productivity and yield of methyl fructoside, which was synthesized by enzymatic glycosylation of sucrose and methanol solution, controlling of surface property of solid support using different immobilization procedures optimized microenvironment of immobilized invertase. Silanization and polyethylene imine coating methods were adopted to give a hydrophobic and hydrophilic environment of immobilized invertase. As a result, polyethyleneimine coating method gave higher loading of enzyme, effective activity, and relative activity than silanization method, because it brought on increasing the functional density of amino group and enhancing the conservation of activity by regulating of hydrophilicity. And then, hydrophilic environment was possible to restraint the assessing of methyl fructoside molecule, which was more hydrophobic than sucrose, fructose, and glucose molecule in the reaction mixture, into .the active site of immobilizedinvertase. Consequently, hydrophilic microenvironment of immobilized invertase by polyethyleneimine coating obtained higher yield and productivity with increasing conversion than silanized and native invertase. Thus, this procedure optimized the microenvironment of immobilized invertase suitable for the enzymatic synthesis of methyl fructoside.

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Synthesis and Characterization of the Surface Modified SBA-15 with Dicobaltcarbonyl Complex

  • Park, Sora;Jeon, Yea-Sel;Jun, Ki-Won;Lee, Yun-Jo;Han, Doug-Young;Kim, Hyung Jin;Hwang, Kwang-Jin
    • Bulletin of the Korean Chemical Society
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    • v.35 no.7
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    • pp.2077-2080
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    • 2014
  • Cobalt-immobilized SBA-15 6a-c was synthesized from alkyne-attached SBA 5a-c by the reaction with $Co_2(CO)_8$ in toluene. Alkyne group was introduced into amino SBA-15 (4) by imine-linkage or substitution with propargyl bromide to afford iminoalkyne 5a and aminoalkyne 5b, respectively. Meanwhile, alkyne 5c was prepared in one-step by reacting triethoxysilyl hexyne with SBA-15. Dicobalt-complexes 6a-c were characterized by means of FT-IR, solid-state NMR and elemental analysis.

Synthesis and Biological Evaluation of New Allylamine Antimycotics (새로운 알릴아민 항진균제의 합성과 생물학적 평가)

  • Jeong, Byeong-Ho;Park, Eun-Ju;Mun, Hyeon-Ju;Yu, Jin-Cheol
    • YAKHAK HOEJI
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    • v.40 no.5
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    • pp.507-512
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    • 1996
  • Some allylamine compounds which are benzothiazole substituants in stead of naphthyl ring in naftifine, antifungal agents, were synthesized as potential antimycotics. The interme diate Schiff bases that were obtained by condensation of 2-aminobenzothiazole and trans-cinnamaldehyde, were reduced to imine compounds to give allylamines (5a-5d) after methylation. These compounds which were tested in vitro against five fungal cell lines containing Trichophyton mentagrophytes, showed no activity in 0.1~100${\mu}$g/ml range.

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Preparation of α-Linked 6-Deoxy-D-altro-heptopyranosidic Residues

  • 신영숙;천근호;Shin, E. Nam;Gerald O. Aspinall
    • Bulletin of the Korean Chemical Society
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    • v.16 no.7
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    • pp.625-630
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    • 1995
  • α-Linked D-altropyranosidic derivatives were obtained by configurational change at C-3 of α-D-mannopyranosides as the key step in preparation of allyl and methyl α-D-glycopyranosides of 6-deoxy-D-altro-heptose. The manno-altro conversion was effected by sequential reactions of Swern oxidation and stereoselective borohydride reduction. Allyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-mannopyranoside was transformed to the corresponding altropyranoside via 3-oxo-arabino-hexopyranoside. Allyl 7-O-benzyl-6-deoxy-3,4-O-isopropylidene-α-D-altro-heptopyranoside has been prepared as a glycosyl acceptor to be coupled with β-D-GlcpNAc-(1→3)-α-D-Galp glycosyl donor for the synthesis of an O-antigen repeating unit of Campylobacter jejuni serotypes O:23 and O:36. Stereoselective borohydride reduction also succeeded in yielding methyl 2,4,7-tri-O-benzyl-6-deoxy-α-D-altro-heptopyranoside from the corresponding 3-oxo-α-D-arabino-heptopyranoside. C-6 Homologation was achieved by sequential reactions of cyanide displacement of 6-sulphonates, reduction of the resulting heptopyranosidurononitrile with diisobutylaluminum hydride, hydrolysis of the imine, and further reduction with sodium borohydride.