Art

J-GLOBAL ID：200902143360017050   Reference number：01A0078087

Optically Active Antifungal Azoles. XI. An Alternative Synthetic Route for 1-[(1R,2R)-2-(2,4-Difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1H-1-tetrazolyl)phenyl]-2-imidazolidinone (TAK-456) and Its Analog.

光学活性抗真菌性アゾール類 XI 1-[(1R,2R)-2-(2,4-ジフルオロフェニル)-2-ヒドロキシ-1-メチル-3-(1H-1,2,4-トリアゾール-1-イル)プロピル]-3-[4-(1H-1-テトラゾリル)フェニル]-2-イミダゾリジノン(TAK-456)及びその類似体のもう一つの合成経路

Author (7)： ICHIKAWA T (Takeda Chemical Ind., Ltd., Osaka, JPN) ,  KITAZAKI T (Takeda Chemical Ind., Ltd., Osaka, JPN) ,  MATSUSHITA Y (Takeda Chemical Ind., Ltd., Osaka, JPN) ,  HOSONO H (Takeda Chemical Ind., Ltd., Osaka, JPN) ,  YAMADA M (Takeda Chemical Ind., Ltd., Osaka, JPN) ,  MIZUNO M (Takeda Chemical Ind., Ltd., Osaka, JPN) ,  ITOH K (Takeda Chemical Ind., Ltd., Osaka, JPN)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 48  Issue： 12  Page： 1947-1953  Publication year： Dec. 01, 2000 
JST Material Number： G0504A  ISSN： 0009-2363  CODEN： CPBTAL  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *nitrogen heterocyclic compound ,...

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JST classification (2)： Other 5-membered rings with two or more hetero atoms  (CF07085F) ,  Synthesis of drugs  (GV01030F)

Substance index (28)： Methyl D-lactate ,  1-[(2R,3S)-2-(2,4-Difluorophenyl)-2,3-epoxybutan-1-yl]-1H-1,2,4-triazole ,  1-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-3-[4-(1H-1,2,3-triazole-1-yl)phenyl]-4-imidazoline-2-one ,  1-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-tetrazole-1-yl)propyl]-3-[4-(1H-1,2,3-triazole-1-yl)phenyl]-4-imidazoline-2-one ,  1-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-3-[4-(1H-1,2,3-triazole-1-yl)phenyl]imidazolidine-2-one ,  1-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-tetrazole-1-yl)propyl]-3-[4-(1H-1,2,3-triazole-1-yl)phenyl]imidazolidine-2-one ,  1-[(1R)-1-[(2S)-2-(2,4-Difluorophenyl)oxirane-2β-yl]ethyl]-3-[4-(1H-1,2,3-triazole-1-yl)phenyl]-4-imidazoline-2-one ,  1-[(R)-1-[(S)-2-(2,4-Difluorophenyl)oxirane-2β-yl]ethyl]-3-[4-(1H-tetrazole-1-yl)phenyl]-4-imidazoline-2-one ,  (2R,3R)-1-(1H-1,2,4-Triazole-1-yl)-2-(2,4-difluorophenyl)-3-(2,2-diethoxyethylamino)-2-butanol ,  N-[4-(1H-1,2,3-Triazole-1-yl)phenyl]carbamic acid phenyl ester ,  N-[4-(1H-Tetrazole-1-yl)phenyl]carbamic acid phenyl ester ,  N-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-N-(2,2-diethoxyethyl)-N′-[4-(1H-1,2,3-triazole-1-yl)phenyl]urea ,  N-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-N-(2,2-diethoxyethyl)-N′-[4-(1H-tetrazole-1-yl)phenyl]urea ,  N-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-N-(2,2-diethoxyethyl)-N′-(4-nitrophenyl)urea ,  1-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-3-(4-nitrophenyl)-4-imidazoline-2-one ,  1-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-3-(4-aminophenyl)imidazolidine-2-one ,  (2R,3R)-1-(1H-1,2,4-Triazole-1-yl)-2-(2,4-difluorophenyl)-3-(2-hydroxyethylamino)-2-butanol ,  N-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-N-(2-hydroxyethyl)-N′-[4-(1H-tetrazole-1-yl)phenyl]urea ,  N-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-N-(2-chloroethyl)-N′-[4-(1H-tetrazole-1-yl)phenyl]urea ,  N-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-N-(2-hydroxyethyl)-N′-(4-nitrophenyl)urea ,  1-[(1R,2R)-1-Methyl-2-hydroxy-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)propyl]-3-(4-nitrophenyl)imidazolidine-2-one ,  4-Nitroaniline ,  1-(4-Nitrophenyl)-1H-1,2,3-triazole ,  1-(4-Nitrophenyl)-1H-tetrazole ,  N,N-Dibenzyl-4-nitroaniline ,  N,N-Dibenzyl-4-(1H-tetrazole-1-yl)aniline ,  4-(1H-1,2,3-Triazole-1-yl)aniline ,  4-(1H-Tetrazole-1-yl)aniline

Reference (15)：

• 1) Part X: Kitazaki T., Ichikawa T., Tasaka A., Hosono H., Matsushita Y., Hayasi R., Okonogi K., Itoh K., Chem. Pharm. Bull.
• 2) a) Tasaka A., Tamura N., Matsushita Y., Teranishi K., Hayasi R., Okonogi K., Itoh K., Chem. Pharm. Bull., 41, 1035-1042 (1993)
• b) Kitazaki T., Tamura N., Tasaka A., Matsushita Y., Hayasi R., Okonogi K., Itoh K., Chem. Pharm. Bull., 44, 314-327 (1996)
• c) Kitazaki T., Tasaka A., Hosono H., Matsushita Y., Itoh K., Chem. Pharm. Bull., 47, 360-368 (1999).
• 3) a) Tasaka A., Tamura N., Matsushita Y., Hayasi R., Okonogi K., Itoh K., Chem. Pharm. Bull., 41, 1043-1048 (1993)

Terms in the title (9)： 光学活性 ,  抗真菌性 ,  アゾール類 ,  トリアゾール ,  ピル ,  フェニル ,  2-イミダゾリジノン ,  類似体 ,  合成経路