• Title/Summary/Keyword: Alkyl ester

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Synthesis of Mannich Base of Benzoxazolin-2-thione and Alkyl Ester of PAS and Their Antimicrobial Activities (Benzoxazolin-2-thione과 PAS의 Alkyl Ester과의 Mannich Base 합성 및 항균력에 관한 연구)

  • 정원근;정상헌;정필근;윤원영;이남복
    • YAKHAK HOEJI
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    • v.18 no.4
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    • pp.243-248
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    • 1974
  • Nine benzoxazolin-2-thione derivatives were sunthesized as the potential antimicrobial substances. These compounds were tested for the antimicrobial activities using Staphylococcus aureus and Escherichia coli by way of tube dilution method. The three compounds of I, II and VII omjoboted the growth of S.aureus at the concentration of 1${\mu}$g/ml, and III,VI,VIII and IX exhibited considerable antimicrobial activities against S. aureus at the concentration of 10.m.u.g/ml. As to the growth of E. Coli, VII VII and VIII inhibited at the concentration of 1${\mu}$g/,l. II,III and IV exhibited considerable antimicrobial activities against E. coli at the concentration of 10${\mu}$g/ml.

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An NMR Study on Complexation of Ethylammonium Ion by Alkyl p-tert-Butylcalix[6]aryl Ester Derivatives

  • 안상두;문철순;정기주;이조웅;오원석;장석규
    • Bulletin of the Korean Chemical Society
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    • v.19 no.1
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    • pp.68-74
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    • 1998
  • The complexation of ethylammonium ion by alkyl p-tert-butylcalix[6]aryl ester derivatives was studied via measurements of proton and carbon spin-lattice relaxation times $(T_1)$ and chemical shift changes in solution state $(CDCl_3)$. The results indicate that the endo-type complexes are formed and that the overall tumbling rates of these complexes are more rapid than those of the corresponding free hosts. The association constants for these complexes in $THF-d_8$ were determined by $^1H$ NMR titration at several different temperatures to estimate the relevant thermodynamic parameters. The logK's for ethylammonium complexes of methyl, ethyl, and propyl esters at 313 K, for example, were found to be 1.56, 3.41, and 3.08, respectively. The complexes formed may be thought of as being kinetically stable in view of their $^1H$ NMR behavior in 2 : 1 host/guest solution.

Highly Enantioselective Synthesis of a-Alkyl-alanines via the Catalytic Phase-Transfer Alkylation of 2-Naphthyl aldimine tert-butyl ester by using O(9)-Allyl-N(1)-2'3'4'-trifluorobenzylhydrocinchoni

  • Jew, Sang-Sup;Lee, Jeong-Hee;Yoo, Mi-Sook;Lee, Yeon-Ju;Jeong, Byeong-Seon;Park, Boon-Saeng;Kim, Myoung-Goo;Park, Hyeung-Geun
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.252.1-252.1
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    • 2003
  • Systematic investigations to develop an efficient enantioselective synthetic method for a-alkyl-alanine by the catalytic phase-transfer alkylation were performed. The alkylation of 2-naphthyl aldimine tert-butyl ester, 1 E with RbOH and O(9)-allyl-N-2'3'4'-trifluorobenzylhydrocinchonidinium bromide, 6, at \ulcorner5 \ulcorner\ulcorner showed the highest enantioselectivities, up to 96% ee.

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Holographic Quantitative Structure-Toxicity Relationships on the Skin Sensitization of Alkyl-3,4- dihydroxybenzoate and N-Alkyl -3,4- dihydroxybenzamide Derivatives (Alkyl-3,4-dihydroxybenzoate와 N-Alkyl-3,4-dihydroxybenzamide 유도체의 피부 감작성에 관한 홀로그래피적인 정량적 구조와 독성과의 관계(HQSTR))

  • Kim Sang-Jin;Sung Nack-Do;Jung Hoon-Sung
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.31 no.1 s.49
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    • pp.91-96
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    • 2005
  • Holographic quantitative structure-toxicity relationships (HQSTR) of alkyl-3,4-dihydroxybenzoate (A) and N-alkyl-3,4-dihydroxybenzamide (B) derivatives were analyzed and discussed. The HQSTR model X for the skin sensitivity showed the best predictability based on the cross-validated $r^2_{cv}.$ ($q^2 = 0.744$), non cross-validated, and conventional coefficient ($r^2_{ncv}.$=0.978). The relationships between melanogenesis inhibitory activities and skin sensitization of compounds have a tendency to a reciprocal proportion. Therefore, the more higher melanogenesis inhibitory activities of compounds were, the more lower skin sensitization of compounds became. The side chain, C1 ${\~}$ C3 part of R1-substituents in (A) and (B) did not exhibit any contribution to skin sensitization. Particularly, it is reveals that the skin sensitization of ester (A) were slightly lower (A < B) than that of amide (B) and melanogenesis Inhibitory activities of (A) were slightly higher (A > B) than that of (B). It is founded that the alkyl-3,4-dihydroxybenzoate derivatives (A) were an ideal compound as an ingredient of whitening agents.

Studies on the Synthesis of N-alkyl-N-acyl glucamines (N-alkyl-N-acyl glucamines의 합성에 관한 연구)

  • Ahn, Ho-Jeong;Cho, Kyu-Suk
    • Applied Chemistry for Engineering
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    • v.7 no.1
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    • pp.171-176
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    • 1996
  • The easily biodegradable nonionic surfactant of glucamide(N-alkyl-N-acyl glucamine) was synthesized by the two-step reaction. The first step was the amination between alkylamine and glucose in methanol. Then, alkyl glucamines were obtained by reduction using Ni catalyst under the high pressure with 86~93% of reaction yield. The second step was the synthesis of glucamide from alkyl glucamine and fatty acid methyl ester in methanol under the alkali catalytic condition while refluxing the solvent. The reaction yield of this step was 84~95% except the benzyl glucamine, which the reaction yield was 50~70%. The molecular structure of four kinds of alkyl glucamine and 16 kinds of glucamide with different alkyl and acyl groups was studied by IR, MS and NMR.

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Ab Initio Study of the Complexation Behavior of Calix[5]arene Derivative toward Alkyl Ammonium Cations

  • Choe, Jong-In;Chang, Suk-Kyu;Satoshi, Minamino;Nanbu, Shinkoh
    • Bulletin of the Korean Chemical Society
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    • v.24 no.1
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    • pp.75-80
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    • 2003
  • The structures and complexation energies of penta-O-alkylated 1b and penta-O-tert-butyl ester 1e of p-tert-butylcalix[5]arene and their simplified structures (2b and 2e) toward a series of alkyl ammonium guests have been calculated by a semi-empirical AM1 method. For AM1 calculations, complexation efficiencies of the simplified host 2e are very similar to the values of host 1e. The complexes of simplified host 2e with alkyl ammonium ions also have been optimized by ab initio HF/6-31G method. The calculated complexation efficiencies for 2e by ab initio method have been found to be bigger in magnitude than the values obtained by AM1 calculations for linear alkyl ammonium guests. Calculation results show that all of the calix[5]aryl derivatives investigated in this study have much better complexation ability toward ammonium cation without alkyl group compared with other alkyl ammonium guests. Ab initio calculations also well duplicate the molecular discriminating behaviors of calix[5]arene derivative 2e between butyl ammonium ions: $n-BuNH_3^+\;>\;iso-BuNH_3^+\;>\;sec-BuNH_3^+\;>\;tert-BuNH_3^+$.

Alkaline Hydrolysis of Alkyl Alkylphosphinate and Alkyl Phenylphosphinates (알킬 알킬포스피네이트와 알킬 페닐포스피네이트들의 염기성 가수분해)

  • Yang, Il-Woo;Chung, Yeong-Jin
    • Journal of the Korean Applied Science and Technology
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    • v.19 no.3
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    • pp.161-166
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    • 2002
  • The alkaline hydrolysis of alkyl alkylphosphinate and alkyl phenylphosphinates have been studied at room temperature. The hydrolysis proceeded as an one-stage reaction($S_{N}$ 2) and involved a nucleophilic attack of the hydroxyl ion on the phosphorus atom. And the length of the alkoxy group in the phosphinate esters affected on hydrolysis. Therefore, the alkaline hydrolysis may be used as a method to decompose the chemical agents.

A Versatile Synthesis of α-Keto (cyanomethylene)triphenylphosphorane Ylides from Alkyl Halides Utilizing a Noble Phenylsulfonyl Reagent

  • Lee, Kieseung;Hwang, Chan-Yeon
    • Bulletin of the Korean Chemical Society
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    • v.34 no.10
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    • pp.2953-2958
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    • 2013
  • A noble phenylsulfonyl reagent 8 having ${\alpha}$-oxo (cyanomethylene)triphenylphosphorane ylide subunit readily condensed with various alkyl halides under basic conditions to afford ${\beta}$-alkyl-${\alpha}$-oxo-${\beta}$-phenylsulfonyl (cyanomethylene)triphenylphosphorane ylides 9 in excellent yields. These sulfonyl ylides 9 were then reductively desulfonylated with $Na(Hg)/Na_2HPO_4$ in the presence of methanol to provide ${\alpha}$-keto (cyanomethylene)-triphenylphosphorane ylides 2' in good to excellent yields. Our new synthetic approach offers an expeditious access to various ${\alpha}$-keto (cyanomethylene)triphenylphosphorane ylides from alkyl halides utilizing a new phenylsulfonyl reagent as the key reagent under mild reaction conditions in good overall yields.

Synthesis of Novel Ester Quaternary Ammonium Cationic Surfactants via Michael Addition Reaction (Michael Addition Reaction을 이용한 신규 Ester Quaternary Ammonium Salt 양이온 계면활성제의 합성)

  • Kang, Eun-kyung;Jung, Seon Hwa;Jung, GaYoung;Lee, Byung Min
    • Journal of the Korean Applied Science and Technology
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    • v.34 no.1
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    • pp.142-151
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    • 2017
  • Cationic surfactants have a bactericidal effect and the study for effective development of them became important parts in the industry. There have been increasing researches that focus on the development of products having not only outstanding features but also safety and biodegradability. In this work, novel ester-type cationic surfactants were obtained via Michael addition reaction. Intermediates were quantitatively prepared by the Michael addition reaction between alkyl acrylate and amine compounds under mild conditions without solvent and catalyst. The intermediates were quaternized with dimethyl sulfate. HQ21 with two hydrophobic groups and a hydrophilic group and HQ22 with two hydrophobic groups and two hydrophilic groups were obtained. The structures of the products were characterized by 1H-NMR, HR-MS and FT-IR and biodegradability of the products were tested.