• Title/Summary/Keyword: synthetic ester

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Pharmaceutical Studies on the Esterification of Chloramphenicol with Antipyretics (I) (Chloramphenicol과 해열제와의 Ester화합물에 관한 약제학적 연구 (I))

  • 김정우;김종갑
    • YAKHAK HOEJI
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    • v.27 no.3
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    • pp.207-213
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    • 1983
  • Chloramphenicol (CAF) was esterified with aspirin, naproxen and acetaminophen in order to develop new prodrugs which have double effect-antibiotic activity and antipyretic effect. Chloramphenicol acetylsalicylate (CAF-ASP), chloramphenicol naproxenate (CAF-NAX), and chloramphenicol acetaminophen succinate (CAF-SUC-ACET) were synthesized by using dicyclohoxylcarbodiimidc (D.C.C.) because of two hydroxyl group of chloramphenicol. Three synthetic prodrugs did not show bitterness and antibiotic activity in vitro, and were hydrolyzed in liver homogenate, but weren't in acid.

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Facile Synthetic Routes to Prepare α-Muricholic Acid, Hyocholic Acid, and Their Taurine Conjugates

  • Kang, Dong Wook;Luecke, Hans F.
    • Bulletin of the Korean Chemical Society
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    • v.34 no.8
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    • pp.2436-2440
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    • 2013
  • ${\alpha}$-Muricholic acid was synthesized through 9 steps from chenodeoxycholic acid with 26% overall yield. Hyocholic acid was synthesized through 8 steps from the same starting material with 63% overall yield. Taurine conjugates of ${\alpha}$-muricholic acid and hyocholic acid were also prepared via their pentafluorophenyl ester.

Malyngolide Analogues. Synthesis of (${\pm}$)-Dehydromalyngolide and (${\pm}$)-Isomalyngolide

  • Sunggak Kim;Youn Chul Kim;Chang Yong Hong
    • Bulletin of the Korean Chemical Society
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    • v.5 no.3
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    • pp.97-100
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    • 1984
  • Two novel malyngolide analogues, (${\pm}$)-dehydromalyngolide and (${\pm}$)-isomalyngolide, of (-)-malyngolide antibiotic have been synthesized by application of our previously developed synthetic sequence for the synthesis of (${\pm}$)-malyngolide. Dehydromalyngolide was synthesized from the known lactone (4) in a 55 % overall yield in six steps, while isomalyngolide was synthesized from the readily available keto ester (11) in a 56 % overall yield in four steps.

Thermal and Photoinduced Silylallylation Reactions of Organic Halides with 3-Stannyl-2-(silylmethyl)propene

  • 강경태;황성심;곽우영;윤웅찬
    • Bulletin of the Korean Chemical Society
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    • v.20 no.7
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    • pp.801-804
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    • 1999
  • Thermal and photoinduced silylallylation reactions of organic halides with 3-stannyl-2-(silylmethyl)propene are explored. Silylallylations occur in moderate to high yields, producing various functionalized allylsilane products in which halide carbon is bonded to the terminal alkenic carbon of allylsilane with the removal of tributyltin group. The reactions, which tolerate functional groups such as carbonyl, ester, nitrile, acetal, and ketal, hold synthetic potential for the construction of functionalized allylsilanes.

Synthetic Studies on Carbapenam Skeletons (Ⅱ)

  • 서민효;구양모;이윤영
    • Bulletin of the Korean Chemical Society
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    • v.19 no.3
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    • pp.335-339
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    • 1998
  • Syntheses of carbapenam skeletons were achieved from 3-benzyloxypropanal through 1,3-dipolar cycloaddition. 3-Benzyloxypropanal was reacted with N-hydroxyglycine ester to give C-(2-benzyloxyethyl)-N-alkoxycarbonylmethylnitrone (6). 1,3-Dipolar cycloaddition of the nitrone with ethyl crotonate gave 3-(2-benzyloxyethyl)isoxazolidine (7). Compound 7 was transformed to 4-(2-hydroxyethyl)-2-azetidinone (11). Compound 11 was converted to 4-(2-iodoethyl)-2-azetidinone (13) or 4-phenylthiocarbonylmethyl-2-azetidinone (16) which was cyclized to give 6-(1-hydroxyethyl)carbapenam-3-carboxylate (14, 17).

Behavior of Synthetic Pyrethroid Insecticide Bifenthrin in Soil Environment I) Degradation Pattern of Bifenthrin and Cyhalothrin in Soils and Aqueous Media (합성 Pyrethroid 계 살충제인 Bifenthrin의 토양환경중 동태 제1보. Bifenthrin 및 Cyhalothrin의 토양 및 수용액중에서의 분해양상)

  • Kim, Jang-Eok;Choi, Tae-Ho
    • Korean Journal of Environmental Agriculture
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    • v.11 no.2
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    • pp.116-124
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    • 1992
  • This study was conducted to elucidate degradation pattern of two synthetic pyrethroid insecticides, bifenthrin having 2-methylbiphenyl group and cyhalothrin having ${\alpha}$-cyano benzyl ester group in theirs alcohol moiety, in two soils and aqueous media under laboratory conditions. The half-life of bifenthrin was 85.1 days and 12,4 days in Chilgok and Bokhyen soil of aerobic upland condition, respectively, and that of cyhalothrin was 54.6 days and 32.2 days. Bifenthrin and cyhalothrin were degraded very slowly under anaerobic flooded condition and sterilized. Their degradation seemed to be mainly mediated by aerobic microorganisms in soil. Bifenthrin and cyhalothrin were degraded more rapidly in Bokhyen soil with rich organic matter than Chilgok soil. Cyhalothrin was degraded 30 days faster than bifenthrin under aerobic upland condition of two soils. Cyhalothrin was degraded more than bifenthrin in alkaline solution of pH 10, but cyhalothrin and bifenthrin were degraded very slowly in acidic solution of pH 2 and 6.

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Preparation and Adhesion Characteristics of Binary Blended Waterborne Polyurethane (이성분계 혼합 폴리우레탄 수분산체의 제조 및 접착 특성 연구)

  • Kim, Eun Ji;Park, In Kyu;Park, Jae Hyung
    • Journal of Adhesion and Interface
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    • v.19 no.1
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    • pp.5-12
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    • 2018
  • The purpose of this study is to evaluate the adhesive properties of polyurethane mixed aqueous dispersions by omitting the primer, dealing with the preparation of skins for synthetic leather with excellent adhesion by omitting the pre-treatment process. The two-component mixed polyurethane water dispersion was prepared by synthesizing an ester-based polyurethane resin (PU-T) and a carbonate-based polyurethane resin (PU-C) to obtain the final resin. As a result of measuring the peel strength of the adhesive specimens omitting the pre-treatment agent, it was confirmed that the state adhesive strength (ethylene vinyl acetate (middle): $4.2kg_f/cm$ and rubber (outsole): $4.4kg_f/cm$) there was. This makes it possible to omit the pre-treatment process which has been indispensably used in the shoe manufacturing process, thereby reducing the process time and reducing the amount of volatile organic compounds (VOCs) generated in the pre-treatment product, resulting in environmentally advantageous.

Synthetic Studies on Discokiolide B (Discokiolide B의 합성에 관한 연구)

  • Kim, Hong Seok;Kim, Sang Hwa;Lee, Ju Young
    • Journal of the Korean Chemical Society
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    • v.40 no.11
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    • pp.692-698
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    • 1996
  • A synthesis of the oxazole skeleton of discokiolide B, represented by discokiic acid 1, is described. Aldol condensation of 2[2'-(4-phenyl-3-butenyl)]-1,3-oxazole 4-carboxaldehyde(4a) with lithium enolate of methyl propionate provided the discokiic acid methyl ester. The key intermediate 2[2'-(4-phenyl-3-butenyl)]-1,3-oxazole-4-carboxaldehyde (4a) has been synthesized from the rhodium-catalyzed cycloaddition of diazomalonaldehyde with nitrile. The relative stereochemistry of the 3-hydroxy-2-methylpropanoate unit of discokiic acid was assigned on the basis of $^1H$ and $^{13}C$ NMR data.

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Environmentally-Conscious Lubrication for Superfinishing

  • Malkin, Stephen;Lee, Jongchan;Masurkar, Sameer;Hickok, Evan
    • Journal of the Korean Society of Manufacturing Process Engineers
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    • v.2 no.1
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    • pp.5-14
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    • 2003
  • Cutting fluids used for superfinishing are usually mineral based oils With sulfur and chlorine additives. These cutting fluids are an environmental hazard and can adversely affect the health of personnel on the shop floor. The present investigation was undertaken to explore the possible alternative use of environmentally-conscious cutting fluids for superfinishing. Unlike mineral oils, these environmentally-conscious cutting fluids are biodegradable and non-hazardous. Experiments were conducted for testing an ester oil manufactured by Accu-Lube applied in miniscule amounts using the Minimum Quantity Lubrication (MQL) technique. A significant improvement in stock removal was found with the 6 stones tested. The specific energy values associated with the process were also significantly lower than those obtained previously with conventional straight oils and the water based synthetic fluid, indicative of better lubrication, while the surface roughness was comparable. These tests prove that MQL with ester oils can be a very effective environmentally-conscious alternative to conventional straight oils.

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The Study of Cyclophosphamide Metabolite $^{15}N$ and $^{17}O$ Phosphoramide Mustards (항암제인 Cyclophosphamide의 중간체인 $^{15}N$$^{17}O$-phosphoramide Mustards의 합성)

  • Koo, Kyo-Im;Ryem, Kon
    • YAKHAK HOEJI
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    • v.38 no.4
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    • pp.455-461
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    • 1994
  • Each nitrogen and oxygen site isotope enriched the cyclophosphamide metabolite phosphoramide mustard was synthesized. Reaction of N,N-bis(2-chloroethyl)phosphoramidic dichloride$[Cl_2P(O)N(CH_2CH_2Cl)_2]$ with benzyl alcohol and ammonia gave N,N-bis(2-chloroethyl)phosphorodiamidic acid phenylmethyl ester $[BzO(H_2N)P(O)N(CH_2CH_2Cl)_2]$. Catalytic hydrogenation of this benzyl ester followed by the addition of cyclohexylamine provided PM. Incorporation of $^{15}NH_3$ into this general scheme gave PM with a $^{15}NH_2$ moiety. Glycine-$^{15}N$ was converted to bis(2-chloroethyl)amine-$^{15}N$ hydrochloride which, in turn, provided for N,N-bis(2-chloroethyl)phosphorodiamidic-$^{15}N$ dichloride. Use of this compound in the general synthetic pathway yielded PM CHA with $^{15}N$ in the mustard moiety. $^{17}O$-Enriched PM was generated through the use of benzyl alcohol-$^{17}O$. To obtain the alcohol, labelled benzaldehyde was made by exchange with $^{17}OH_2$ and was then reduced with sodium borohydride.

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