Art

J-GLOBAL ID：200902195051306438   Reference number：01A0016959

First Total Synthesis of Mytiloxanthin.

ミチロキサンチンの初めての全合成

Author (3)： TODE C (Kobe Pharmaceutical Univ., Kobe, JPN) ,  YAMANO Y (Kobe Pharmaceutical Univ., Kobe, JPN) ,  ITO M (Kobe Pharmaceutical Univ., Kobe, JPN)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 48  Issue： 11  Page： 1833-1834  Publication year： Nov. 01, 2000 
JST Material Number： G0504A  ISSN： 0009-2363  CODEN： CPBTAL  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *aliphatic ketone ,...

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JST classification (1)： Cyclohexanes  (CF04050W)

Substance index (28)： Crassostreaxanthin B ,  Mytiloxanthin ,  Acetic acid (1S)-3β-acetyl-3,4,4-trimethylcyclopentane-1α-yl ester ,  (1S)-3,3,4-Trimethyl-4α-propanoylcyclopentane-1β-ol acetate ,  (1R)-1β,5,5,6β-Tetramethyl-7-oxabicyclo[4.1.0]heptane-3β-ol acetate ,  Acetic acid (1R)-1β,5,5-trimethyl-6-ethyl-7-oxabicyclo[4.1.0]heptane-3β-yl ester ,  (S)-2-Oxo-6,7-dimethyl-6-octene-4-ol acetate ,  Acetic acid (1S,3E)-1-(2-oxopropyl)-3,4-dimethyl-3-hexenyl ester ,  Acetic acid 2-[(1S)-2,2,6α-trimethyl-4α-acetoxy-7-oxabicyclo[4.1.0]heptane-1α-yl]ethyl ester ,  Acetic acid 2-[2,2,6α-trimethyl-4α-(tert-butyldimethylsilyloxy)-7-oxabicyclo[4.1.0]heptane-1α-yl]ethyl ester ,  Acetic acid 3-[(1R)-1,2,2-trimethyl-4α-acetoxycyclopentane-1β-yl]-3-oxopropyl ester ,  Acetic acid 3-[(1R)-1,2,2-trimethyl-4α-(tert-butyldimethylsiloxy)cyclopentane-1β-yl]-3-oxopropyl ester ,  (2E,4Z)-3-Methyl-4-hydroxy-6-[(1R)-1,2,2-trimethyl-4α-(tert-butyldimethylsiloxy)cyclopentane-1β-yl]-6-oxo-2,4-hexadienal ,  (2E,4Z)-3-Methyl-4-acetoxy-6-[(1R)-1,2,2-trimethyl-4α-hydroxycyclopentane-1β-yl]-6-oxo-2,4-hexadienal ,  (4R)-2,6,6-Trimethyl-4β-(tert-butyldimethylsiloxy)-1-cyclohexene-1-acetaldehyde ,  Acetic acid 2-[(4R)-2,6,6-trimethyl-4β-(tert-butyldimethylsiloxy)-1-cyclohexene-1-yl]ethyl ester ,  Acetic acid 2-[(1R)-2,2,6β-trimethyl-4α-(tert-butyldimethylsiloxy)-7-oxabicyclo[4.1.0]heptane-1β-yl]ethyl ester ,  Acetic acid (3S)-3-[(1R)-1,2,2-trimethyl-4α-(tert-butyldimethylsiloxy)cyclopentane-1β-yl]-3-(p-methoxybenzyloxymethoxy)propyl ester ,  (3S)-3-[(1R)-1,2,2-Trimethyl-4α-(tert-butyldimethylsiloxy)cyclopentane-1β-yl]-3-(p-methoxybenzyloxymethoxy)propionaldehyde ,  (1S,4E)-1-[(1R)-1,2,2-Trimethyl-4α-(tert-butyldimethylsiloxy)cyclopentane-1β-yl]-1-(p-methoxybenzyloxymethoxy)-4-methyl-6-(tert-butyldimethylsiloxy)-4-hexene-3-one ,  (1S,4E)-1-[(1R)-1,2,2-Trimethyl-4α-(tert-butyldimethylsiloxy)cyclopentane-1β-yl]-1-hydroxy-4-methyl-6-(tert-butyldimethylsiloxy)-4-hexene-3-one ,  (2Z,4E)-1-[(1R)-1,2,2-Trimethyl-4α-(tert-butyldimethylsiloxy)cyclopentane-1β-yl]-3-hydroxy-4-methyl-6-(tert-butyldimethylsiloxy)-2,4-hexadiene-1-one ,  (2E,4E,10E,12Z)-2,7,11-Trimethyl-12-hydroxy-14-[(1R)-1,2,2-trimethyl-4α-hydroxycyclopentane-1β-yl]-14-oxo-2,4,6,8,10,12-tetradecahexene-1-al ,  (E)-1-(tert-Butyldimethylsiloxy)-3-bromo-2-butene ,  Triphenyl[(2E,4E,6E)-2,7-dimethyl-8,8-dimethoxy-2,4,6-octatrienyl]phosphonium ,  [(2E,4E,6E)-2,7-Dimethyl-8,8-dimethoxy-2,4,6-octatrienyl]triphenylphosphonium・chloride ,  [(2E)-3-Methyl-5-[(4R)-2,6,6-trimethyl-4β-hydroxy-1-cyclohexene-1-yl]-2-pentene-4-yne-1-yl]triphenylphosphonium ,  [(2E)-3-Methyl-5-[(4R)-2,6,6-trimethyl-4β-hydroxy-1-cyclohexene-1-yl]-2-pentene-4-yne-1-yl]triphenylphosphonium・chloride

Reference (16)：

• YAMANO, Y. J.Chem.Soc., Perkin Trans.1. 1996, 1337-1339
• YAMANO, Y. J.Chem.Soc., Perkin Trans.1. 1998, 2569-2581
• TODE, C. J.Chem.Soc., Perkin Trans.1. 1999, 1625-1626
• SCHEER, B. T. J.Biol.Chem. 1940, 136, 275-299
• CHOPRA, A. K. J.Chem.Soc., Chem.Commun. 1977, 467-468

Terms in the title (2)： ミチロキサンチン ,  全合成