• Title/Summary/Keyword: Wittig 반응

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Development of New Fluorescent Whitening Agent with 4,4'-Di((E)-styryl)-1,1'-biphenyl Skeleton from Recyclable Source MFB (재사용이 가능한 methyl 4-formylbenzoate로부터 4,4'-di((E)-styryl)-1,1'-biphenyl 골격 구조를 갖는 새로운 형광증백제 개발 연구)

  • Chung, Hyun Ju;Yang, Yun Seung;Kim, Seok Chan
    • Applied Chemistry for Engineering
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    • v.28 no.3
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    • pp.294-298
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    • 2017
  • Six new fluorescent whitening agent's candidates with 4,4'-di((E)-styryl)-1,1'-biphenyl skeleton which is the same as that of Uvitex FP family were synthesized using methyl 4-formylbenzoate (MFB) as a starting material. MFB has been disposed as a by-product of dimethyl terephthalate (DMT) production process. Six candidates were synthesized by the reaction of MFB, and its derivatives with tetraethyl biphenyl-4,4'-diylbis(methylene)diphosphonate (3) using Wittig-Horner reaction. A series of UV spectra were recorded and the results were used for estimating molar absorptivities of each candidates in order to find their potential application as fluorescent whitening agents. Considering the molar absorptivity (log ${\varepsilon}$ 3.95~2.60) for all candidates was lower than that of the commercial Uvitex FP 127 (log ${\varepsilon}$ 4.85), it was concluded that they are not suitable for fluorescent whitening agent applications.

Stereoselective Routes to Erythronolide A Seco Acid (Erythronolide A 개발(開發)의 광학선택적(光學選擇的)인 합성방법(合成方法))

  • Kim, Young-Gyu
    • Applied Chemistry for Engineering
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    • v.2 no.1
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    • pp.12-29
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    • 1991
  • Stereoselective synthetic efforts for erythronolide A seco acid are reviewed from the first discovery of erythromycin A in 1952 up to the end of 1990. The synthetic strategies for construction of ten asymmetric centers embedded in an aglycone of erythramycin A have mostly been realized by the stereoselective preparation of the key fragments followed by coupling them. The synthetic methods employed for the key fragments can be classified into three categorie; a carbohydrate approach, a cyclic approach and an acyclic approach. The coupling has largely been reduced to practice by either aldol-type additions or Wittig olefinations of the key fragments.

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Studies on Biological Activity of Wood Extractives(IV) - Antimicrobial and Antioxidative Activities of Extractives from the Heartwood of Morns bombycis and Synthesized Congeneric Stilbenoids - (수목추출물의 생리활성에 관한 연구(IV) - 산뽕나무 심재 추출성분과 유연 합성 stilbenoid의 항균 및 항산화활성 -)

  • Lee, Sung-Suk;Lee, Hak-Ju;Choi, Don-Ha;Hishiyama, Shojiro;Kato, Atsushi
    • Journal of the Korean Wood Science and Technology
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    • v.28 no.3
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    • pp.70-77
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    • 2000
  • Among four compounds such as oxyresveratrol, resveratrol, morin and afzelechin isolated from the heartwood of Morns bombycis, oxyresveratrol and resveratrol which belong to stilbenoid indicated high antioxidative and antimicrobial activity, respectively. Based on this result, this experiment was carried out to elucidate the relationship between biological activities of stilbenoids and their chemical structures using two isolated and six synthesized ones prepared by Wittig reaction. Antimicrobial activity of 3,5-dihydroxystilbene(pinosylvin) devoid of hydroxyl group of B-ring was the best among the tested stilbenoids. Antimicrobial activities of the stilbenoids showed negative dependency on the number of hydroxyl groups of B-ring, that is, the fewer number of hydroxyl groups of B-ring, the higher antimicrobial activity. On the other hand, antioxidative activities of the stilbenoids indicated a positive relationship with the number of hydroxyl groups of B-ring. In tetrahydroxystilbenoids, antioxidative activities of the compounds possessing ortho-diphenol structure, 2',3,3',5- and 3,3',4',5-tetrahydroxystilbene, were superior to the others. As a result, it was concluded that resveratrol and oxyresveratrol isolated from the heartwood of M. bombycis had antimicrobial and high antioxidative activities, and these activities of stilbenoids were also dependent on the number and position of hydroxyl groups of B-ring.

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