Art

J-GLOBAL ID：200902270718056615   Reference number：04A0655826

Total Synthesis of (+)-Scyphostatin, a Potent and Specific Inhibitor of Neutral Sphingomyelinase

中性スフィンゴミエリナーゼの強力で特異的阻害剤の(+)-シホスタチンの全合成

Author (5)： INOUE M (Sagami Chemical Res. Center, Kanagawa, JPN) ,  YOKOTA W (Sagami Chemical Res. Center, Kanagawa, JPN) ,  MURUGESH M G (Sagami Chemical Res. Center, Kanagawa, JPN) ,  IZUHARA T (Tokyo Inst. of Technol., Yokohama, JPN) ,  KATO T (Sagami Chemical Res. Center, Kanagawa, JPN)
Material： Angewandte Chemie. International Edition  (Angewandte Chemie. International Edition in English)
Volume： 43  Issue： 32  Page： 4207-4209  Publication year： Aug. 13, 2004 
JST Material Number： H0127B  ISSN： 1433-7851  CODEN： ACIEAY  Document type： Article
Article type： 短報  Country of issue： Germany, Federal Republic of (DEU)  Language： ENGLISH (EN)

Thesaurus term： *sphingomyelinase ,...
Semi thesaurus term： Aldol condensation ,...

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JST classification (3)： Alkenes  (CF03030T) ,  Three-membered heterocyclic compounds  (CF07050R) ,  Enzyme in general  (EB09010D)

Substance index (13)： Scyphostatin ,  2,2-Dimethyl-5α-[(R)-1-(4-methoxybenzyloxy)allyl]-1,3-dioxolane-4α-carboxylic acid methyl ester ,  (2E,4S)-2-Iodo-4-methyl-5-(benzyloxy)-2-pentene ,  (4S,5S)-2,2-Dimethyl-4-[(R)-[(4R)-2,2-dimethyl-3-(tert-butyloxycarbonyl)-4-oxazolidinyl]hydroxymethyl]-5-[(1R)-1-(4-methoxybenzyloxy)-2-propenyl]-1,3-dioxolane-4-carboxylic acid methyl ester ,  (4R,5S)-4-[(1R)-1-Hydroxy-2-propenyl]-4-[[(4S)-2,2-dimethyl-4-(tert-butyloxycarbonyl)-4-oxazolidinyl]methyl]-5-[(1R)-1-(4-methoxybenzyloxy)-2-propenyl]-2,2-dimethyl-1,3-dioxolane ,  (2S,3E,6S,8R)-1-(Tosyloxy)-2,4,6,8-tetramethyl-9-(tert-butyldiphenylsilyloxy)-3-nonene ,  (2S,4R)-1-Iodo-2,4-dimethyl-5-(tert-butyldiphenylsiloxy)pentane ,  (3aR,4R,7R,7aS)-2,2-Dimethyl-3a-[[(4S)-2,2-dimethyl-3-(tert-butyloxycarbonyl)-4-oxazolidinyl]methyl]-7-(4-methoxybenzyloxy)-3a,4,7,7a-tetrahydro-1,3-benzodioxole-4-ol ,  [(S)-1-(Hydroxymethyl)-2-[2,2-dimethyl-4α-(tert-butyldimethylsilyloxy)-7β-(4-methoxybenzyloxy)-4,7-dihydro-1,3-benzodioxole-3aβ(7aβH)-yl]ethyl]carbamic acid tert-butyl ester ,  (2E,4E,6E,8R,10S,12E,14R)-8,10,12,14-Tetramethyl-2,4,6,12-hexadecatetraenoic acid chloride ,  (2E,4E,6E,8R,10S,12E,14R)-N-[(1S)-1-(Hydroxymethyl)-2-[(3aS,4R,7R,7aS)-2,2-dimethyl-4-(tert-butyldimethylsilyloxy)-7-hydroxy-3a,4,7,7a-tetrahydro-1,3-benzodioxole-3a-yl]ethyl]-8,10,12,14-tetramethyl-2,4,6,12-hexadecatetrenamide ,  (2E,4E,6E,8R,10S,12E,14R)-N-[(1S)-1-(Acetoxymethyl)-2-[(3aS,7R,7aS)-2,2-dimethyl-4-oxo-7-(methylsulfonyloxy)-3a,4,7,7a-tetrahydro-1,3-benzodioxole-3a-yl]ethyl]-8,10,12,14-tetramethyl-2,4,6,12-hexadecatetrenamide ,  (2E,4E,6E,8R,10S,12E,14R)-N-[(1S)-1-(Acetoxymethyl)-2-[(1S,2S,6S)-2-hydroxy-3-oxo-7-oxabicyclo[4.1.0]hepta-4-ene-2-yl]ethyl]-8,10,12,14-tetramethyl-2,4,6,12-hexadecatetrenamide

Terms in the title (4)： 中性スフィンゴミエリナーゼ ,  阻害剤 ,  シホスタチン ,  全合成