Art

J-GLOBAL ID：200902131336539004   Reference number：01A0780943

Total Synthesis of Epothilone B, Epothilone D, and cis- and trans-9,10-Dehydroepothilone D.

エポチロンB,エポチロンD,及びcis-並びにtrans-9,10-デヒドロエポチロンDの全合成

Author (4)： WHITE J D (Oregon State Univ., Oregon) ,  CARTER R G (Oregon State Univ., Oregon) ,  SUNDERMANN K F (Oregon State Univ., Oregon) ,  WARTMANN M (Novartis Pharma AG, Basel, CHE)
Material： Journal of the American Chemical Society  (J Am Chem Soc)
Volume： 123  Issue： 23  Page： 5407-5413  Publication year： Jun. 13, 2001 
JST Material Number： C0254A  ISSN： 0002-7863  CODEN： JACSAT  Document type： Article
Article type： 原著論文  Country of issue： United States (USA)  Language： ENGLISH (EN)

Thesaurus term： *antineoplastic antibiotics ,...

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JST classification (2)： Eight or more-membered heterocyclic compounds  (CF07120T) ,  Synthesis of antibiotics  (GX04000Z)

Substance index (40)： Propargyl alcohol ,  Epothilone B ,  Epothilone D ,  (Z)-2-Methyl-3-iodo-2-propen-1-ol ,  2-[[(Z)-2-Methyl-3-iodo-2-propenyl]oxy]tetrahydro-2H-pyran ,  3-Acryloyl-4β-benzyloxazolidine-2-one ,  (4S)-3-[(4Z)-5-Methyl-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoyl]-4β-benzyloxazolidine-2-one ,  (4S)-3-[(2S,4Z)-2-Hydroxy-5-methyl-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoyl]-4β-benzyloxazolidine-2-one ,  (4S)-3-[(2S,4Z)-2-(tert-Butyldimethylsiloxy)-5-methyl-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenoyl]-4β-benzyloxazolidine-2-one ,  (2S,4Z)-2-(tert-Butyldimethylsiloxy)-5-methyl-6-(tetrahydro-2H-pyran-2-yloxy)-4-hexenethioic acid S-ethyl ester ,  (3S,5Z)-3-(tert-Butyldimethylsiloxy)-6-methyl-7-(tetrahydro-2H-pyran-2-yloxy)-5-heptene-2-one ,  2-Methyl-4-thiazolylmethylphosphonic acid diethyl ester ,  2-Methyl-4-[(1E,3S,5Z)-2,6-dimethyl-3-(tert-butyldimethylsiloxy)-7-(tetrahydro-2H-pyran-2-yloxy)-1,5-heptadienyl]thiazolidine ,  (2Z,5S,6E)-2,6-Dimethyl-5-(tert-butyldimethylsiloxy)-7-(2-methyl-4-thiazolyl)-2,6-heptadiene-1-ol ,  2,2-Dimethyl-3-oxopentanal ,  (5S)-4,4-Dimethyl-5-(tert-butyldimethylsiloxy)-7-octene-3-one ,  (S)-2-Methyl-3-(4-methoxybenzyloxy)propanal ,  (2S,3S,4R,7S)-1-(4-Methoxybenzyloxy)-2,4,6,6-tetramethyl-3-hydroxy-7-(tert-butyldimethylsiloxy)-9-decene-5-one ,  (2S,3S,4R,7S)-1-(4-Methoxybenzyloxy)-2,4,6,6-tetramethyl-3,7-bis(tert-butyldimethylsiloxy)-9-decene-5-one ,  (3S,6R,7S,8S)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8-tetramethyl-5-oxo-9-(4-methoxybenzyloxy)nonanoic acid ,  (3S,6R,7S,8S)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8-tetramethyl-5-oxo-9-(4-methoxybenzyloxy)nonanoic acid methyl ester ,  (3S,6R,7S,8R)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8-tetramethyl-5,9-dioxononanoic acid methyl ester ,  2-Methyl-4-[(1E,3S,5Z)-2,6-dimethyl-3-(tert-butyldimethylsiloxy)-7-bromo-1,5-heptadienyl]thiazolidine ,  Triphenylphosphoniomethylide ,  Triphenyl[(3E,6S,7E)-3,7-dimethyl-6-(tert-butyldimethylsiloxy)-8-(2-methyl-4-thiazolyl)-3,7-octadienyl]phosphonium ,  (3S,6R,7S,8S,9Z,12Z,15S,16E)-3,7,15-Tris(tert-butyldimethylsiloxy)-4,4,6,8,12,16-hexamethyl-5-oxo-17-(2-methyl-4-thiazolyl)-9,12,16-heptadecatrienoic acid methyl ester ,  (3S,6R,7R,8S)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8-tetramethyl-5-oxo-9-decynoic acid methyl ester ,  (3S,6R,7S,8S,12E,15S,16E)-3,7,15-Tris(tert-butyldimethylsiloxy)-4,4,6,8,12,16-hexamethyl-5-oxo-17-(2-methyl-5-thiazolyl)-12,16-heptadecadiene-9-ynoic acid methyl ester ,  (3S,6R,7S,8S,9Z,12Z,15S,16E)-3,7,15-Tris(tert-butyldimethylsiloxy)-4,4,6,8,12,16-hexamethyl-5-oxo-17-(2-methyl-4-thiazolyl)-9,12,16-heptadecatrienoic acid ,  (3S,6R,7S,8S,9Z,12Z,15S,16E)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8,12,16-hexamethyl-5-oxo-15-hydroxy-17-(2-methyl-4-thiazolyl)-9,12,16-heptadecatrienoic acid ,  9,10-cis-Didehydroepothilone D ,  (3S,6R,7S,8S)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8-tetramethyl-5-oxo-9-(4-methoxybenzyloxy)nonanoic acid 2-(trimethylsilyl)ethyl ester ,  (3S,6R,7S,8S)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8-tetramethyl-5-oxo-9-hydroxynonanoic acid 2-(trimethylsilyl)ethyl ester ,  (3S,6R,7S,8S)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8-tetramethyl-5-oxo-9-decynoic acid 2-(trimethylsilyl)ethyl ester ,  (3S,6R,7S,8S,9E)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8-tetramethyl-5-oxo-10-(tributylstannyl)-9-decenoic acid 2-(trimethylsilyl)ethyl ester ,  2-Methyl-4-[(1E,3S,5Z)-2,6-dimethyl-3-(triethylsiloxy)-7-chloro-1,5-heptadienyl]thiazole ,  (3S,6R,7S,8S,9E,12Z,15S,16E)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8,12,16-hexamethyl-5-oxo-15-(triethylsiloxy)-17-(2-methyl-4-thiazolyl)-9,12,16-heptadecatrienoic acid 2-(trimethylsilyl)ethyl ester ,  (3S,6R,7S,8S,9E,12Z,15S,16E)-3,7-Bis(tert-butyldimethylsiloxy)-4,4,6,8,12,16-hexamethyl-5-oxo-15-hydroxy-17-(2-methyl-4-thiazolyl)-9,12,16-heptadecatrienoic acid ,  (4S,10E,13Z)-4α,8β-Bis(tert-butyldimethylsiloxy)-5,5,7α,9β,13-pentamethyl-16β-[(E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-1-oxacyclohexadecane-10,13-diene-2,6-dione ,  9,10-trans-Didehydroepothilone D

Terms in the title (4)： エポチロンB ,  エポチロンD ,  CIS ,  全合成