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J-GLOBAL ID：200902245359124249   Reference number：09A0844614

Synthesis of (±)-4′-ethynyl-5′,5′-difluoro-2′,3′-dehydro-3′-deoxy- carbocyclic thymidine: a difluoromethylidene analogue of promising anti-HIV agent Ed4T

(±)-4′-エチニル-5′,5′-ジフルオロ-2′,3′-デヒドロ-3′-デオキシ-炭素環-チミジンの合成 有望な抗HIV薬であるEd4Tのジフルオロメチリデン類似体

Author (9)： KUMAMOTO Hiroki (School of Pharmaceutical Sciences, Showa Univ., 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, JPN) ,  HARAGUCHI Kazuhiro (School of Pharmaceutical Sciences, Showa Univ., 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, JPN) ,  IDA Mayumi (School of Pharmaceutical Sciences, Showa Univ., 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, JPN) ,  NAKAMURA Kazuo T. (School of Pharmaceutical Sciences, Showa Univ., 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, JPN) ,  KITAGAWA Yasuyuki (School of Pharmaceutical Sciences, Showa Univ., 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, JPN) ,  HAMASAKI Takayuki (Div. of Antiviral Chemotherapy, Center for Chronic Viral Diseases, Graduate School of Medical and Dental Sciences ...) ,  BABA Masanori (Div. of Antiviral Chemotherapy, Center for Chronic Viral Diseases, Graduate School of Medical and Dental Sciences ...) ,  MATSUBAYASHI Satoko Shimbara (School of Pharmaceutical Sciences, Showa Univ., 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, JPN) ,  TANAKA Hiromichi (School of Pharmaceutical Sciences, Showa Univ., 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, JPN)
Material： Tetrahedron  (Tetrahedron Symposia-in-Print)
Volume： 65  Issue： 36  Page： 7630-7636  Publication year： Sep. 05, 2009 
JST Material Number： E0234A  ISSN： 0040-4020  Document type： Article
Article type： 原著論文  Country of issue： United Kingdom (GBR)  Language： ENGLISH (EN)

Thesaurus term： *nucleoside analog ,  organofluorine compound ,  acetylenic compound ,  alicyclic compound ,  anti-AIDS agent ,  asymmetric synthesis ,  regiospecific reaction ,  *fluorination ,  *Mitsunobu reaction ,  crystal structure

JST classification (2)： Nucleosides,nucleotides  (CF10060K) ,  Synthesis of drugs  (GV01030F)

Substance index (13)： Selectfluor ,  4′-Ed4T ,  4′-Ethynyl-4′-O,4′-O-difluoro-4′-O-carba-2′,3′-didehydro-3′-deoxythymidine ,  (1R)-1-(tert-Butyldiphenylsiloxymethyl)-4α-hydroxy-2-cyclopentene-1β-carboxylic acid methyl ester ,  (1R)-1-(tert-Butyldiphenylsiloxymethyl)-4-oxo-2-cyclopentene-1β-carboxylic acid methyl ester ,  (1S)-1-(tert-Butyldiphenylsiloxymethyl)-4-oxo-5-fluoro-2-cyclopentene-1β-carboxylic acid methyl ester ,  (1S)-1-(tert-Butyldiphenylsiloxymethyl)-4-oxo-5,5-difluoro-2-cyclopentene-1β-carboxylic acid methyl ester ,  (1S)-1-(tert-Butyldiphenylsiloxymethyl)-4β-hydroxy-5,5-difluoro-2-cyclopentene-1β-carboxylic acid methyl ester ,  (1R)-4α-Ethynyl-4-(tert-butyldiphenylsiloxymethyl)-5,5-difluoro-2-cyclopentene-1α-ol ,  4′-(Methoxycarbonyl)-4′-O,4′-O-difluoro-5′-O-(tert-butyldiphenylsilyl)-4′-O-carba-2′,3′-didehydro-3′-deoxythymidine ,  4′-Ethynyl-4′-O,4′-O-difluoro-5′-O-(tert-butyldiphenylsilyl)-4′-O-carba-2′,3′-didehydro-3′-deoxythymidine ,  (1S)-1-(tert-Butyldiphenylsiloxymethyl)-4α-hydroxy-5,5-difluoro-2-cyclopentene-1β-carboxylic acid methyl ester ,  (1S)-1-(tert-Butyldiphenylsiloxymethyl)-4β-(thymine-1-yl)-5,5-difluoro-2-cyclopentene-1β-carboxylic acid methyl ester

Terms in the title (4)： 炭素環 ,  チミジン ,  抗HIV薬 ,  類似体