• Title/Summary/Keyword: Efficient synthetic route

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Synthesis of Hydroxycyclopentane as a Synthetic Intermediate for Carbaprostacyclin (카바프로스타싸이클린의 중간체로 이용가능한 히드록시싸이클로펜탄의 합성)

  • 서영거;구본암;정재경;조윤상;나운용
    • YAKHAK HOEJI
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    • v.37 no.3
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    • pp.290-294
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    • 1993
  • An efficient synthetic route to the trisubstituted cyclopentane as an useful synthetic intrermediate for carbaprostacyclin is described. Ireland Claisen rearrangement of a hydroxylactone has been employed as a key reaction.

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Development of the Efficient Synthetic Route for Itraconazole Antifungal Agent (이트라코나졸 항진균제의 효과적인 합성법 개발)

  • Baek, Du-Jong
    • Applied Chemistry for Engineering
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    • v.17 no.6
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    • pp.633-637
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    • 2006
  • In this study, the efficient large-scale synthetic route for itraconazole, triazole antifungal agent, was developed. The original synthetic route for medicinal chemistry reported by Janssen Pharmaceutica was linear (14 linear steps) starting from 2,4-dichloroacetophenone with the total yield of 1.4%, and potential hazardous materials such as methanesulfonyl chloride ($CH_{3}SO_{2}Cl$), hydrogen gas, and sodium hydride (NaH) were used. Furthermore, the expensive 1-acetyl-4-(4-hydroxyphenyl)piperazine and palladium were used in this medicinal chemistry route, thus the manufacturing cost would be practically high. In order to improve the commercial route, we developed the process of 12 step convergent synthesis combining two intermediates which are roughly halves of itraconazole with the total yield of 12.0%, and hazardous materials and expensive reagents were excluded in this process, thus the manufacturing cost could be cut down to a great extent.

A Novel Synthetic Route to 11-Deoxyanthracycline AB Synthons

  • Kim, Hee-doo;Park, Sang-Ae;Jew, Sang-Sup
    • Archives of Pharmacal Research
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    • v.17 no.4
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    • pp.249-255
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    • 1994
  • An efficient synthetic method for 11-deoxyanthracycline AB synthons is described. A verstile key intemediate vinyl bromide 3 was prepared from 5- methodxy-1-tetralone in three steps, and then was converted to the allylic alcohols 4 and 8 which, in tum, fumished highly fuctionalized AB synthons 7 and 12, respectively, via sequential epoxidation-reduction-protection processes.

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Synthesis of an Intermediate for Carbaprostacyclin: Stereoselective Synthesis of 1-Alkoxy-3-benzenesulfonyl-3-cyano-4-ethenyl cyclopentane (카바프로스타싸이클린 중간체의 합성 : 1-Alkoxy-3-benzenesulfonyl-3-cyano-4-ethenyl cyclopentane의 입체선택적 합성)

  • 서영거;정재경;구본암;최영기;조윤상
    • YAKHAK HOEJI
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    • v.39 no.1
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    • pp.41-47
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    • 1995
  • An efficient and stereoselective synthetic route to the trisubstituted hydroxy cyclopentane as an useful synthetic intermediate for carbaprostacyclin is described. Pd(0)-mediated intramolecular alkylation of allylic carbonate has been employed as a key reaction.

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Synthesis of Quinolone Analogs of Isoflavonoids (퀴놀론 계열 이소플라보노이드의 합성)

  • 전라옥;이지혜;정상헌
    • YAKHAK HOEJI
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    • v.47 no.5
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    • pp.283-287
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    • 2003
  • Isoflavonoids are abundant in natural products and reported with many synthetic variations. However, relatively few quinolone analogs of isoflavonoids have been described. As part of our endeavor to pursue biologically active novel isoflavonoids, we report an efficient synthetic route for quinolone analogs of isoflavonoids. The key intermediate, 2'-aminochalcone 2 was obtained from substituted aniline and cyclized to afford quinolones 6, 8a, and 8b.

Facile Synthesis of Pyranoxanthones, Dihydropyranoxanthones, and Their Analogues

  • Hari, Gala Sri;Lee, Yong-Rok
    • Bulletin of the Korean Chemical Society
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    • v.32 no.spc8
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    • pp.2949-2954
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    • 2011
  • This paper describes a concise and efficient synthetic route for the biologically interesting pyranoxanthones, dihydropyranoxanthones, and their derivatives. The key strategies involve pyranyl ring formation, methylation, catalytic hydrogenation, and catalytic dihydroxylation starting from 1,3-dihydroxyxanthen-9-one.