• 약학회지
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• 제37권3호
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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.

• 약학회지
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• 제34권3호
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• pp.166-170
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• 1990

An efficient synthetic route to macrolide is described. Eight-membered lactone was synthesized via palladium catalyzed intramolecular alkylation of allylic carbonate in high yield.

• 공업화학
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• 제17권6호
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• pp.633-637
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• 2006

본 연구에서는 triazole계 항진균제인 이트라코나졸의 대량합성을 위한 효과적인 합성법을 제시하였다. Janssen Pharmaceutica에 의해 발표된 기존의 의약화학적 합성경로는 2,4-dichloroacetophenone을 출발물질로 하는 직렬(linear) 합성의 14 단계로서 전체수율이 1.4%에 불과하였고 대량합성에 부적합한 위험물질로서 methanesulfonyl chloride ($CH_{3}SO_{2}Cl$)와 수소기체 및 sodium hydride (NaH)를 사용하고 있다. 또한 고가의 1-acetyl-4-(4-hydroxyphenyl)piperazine 및 팔라듐을 사용함으로써 생산 단가가 높은 문제점이 있었다. 이를 개선하기 위해서 병렬(convergent) 합성 전략을 수립하였는데, 이트라코나졸의 대략 반에 해당하는 중간체 II와 III을 각각 합성한 다음 두 부분을 결합시키는 12단계의 합성공정을 개발하였고 전체 수율은 12.0%로서 합성효율이 크게 개선되었다. 이 과정에서 공정을 간략화하고 위험물질 및 고가의 반응물의 사용을 배제함으로써 생산 원가를 크게 절감시킬 수 있었다.

• Bulletin of the Korean Chemical Society
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• 제14권4호
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• pp.437-438
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• 1993

• Archives of Pharmacal Research
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• 제14권2호
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• pp.143-146
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• 1991

A new synthetic sequence for the chiral lactone moiety of compactin was developed from $\alpha$-D-glucose in 9 steps via simultaneous reductive detosylation and epoxide-ring opening of 2, 3-epoxy-4-tosylate using NaBH_4$ to afford 2, 4-dideoxy sugar as a key intermediate.

• Archives of Pharmacal Research
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• 제17권4호
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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.

• 약학회지
• /
• 제39권1호
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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.

• 약학회지
• /
• 제47권5호
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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.

• Bulletin of the Korean Chemical Society
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• 제32권spc8호
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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.

• 약학회지
• /
• 제35권4호
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• pp.264-270
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• 1991

An efficient synthetic route to carbocycle is described. 1, 1, 2-Trisubstituted cycloheptane has been synthesized from allylic carbonate by Pd(0) catalzyed cyclization.