Art

J-GLOBAL ID：201302215901298778   Reference number：13A0353352

Total synthesis of the proposed structure for pochonicine and determination of its absolute configuration

ポコニシンの提案構造の全合成およびその絶対配置の決定

Author (9)： KITAMURA Yujiro (RIKEN Advanced Sci. Inst., Saitama 351-0198, JPN) ,  KITAMURA Yujiro (Div. of Material Sci., Graduate School of Sci. and Engineering, Saitama Univ., Saitama 338-8570, JPN) ,  KOSHINO Hiroyuki (RIKEN Advanced Sci. Inst., Saitama 351-0198, JPN) ,  NAKAMURA Takemichi (RIKEN Advanced Sci. Inst., Saitama 351-0198, JPN) ,  TSUCHIDA Aya (Lab. of Bioresources Chemistry, Graduate School of Environmental and Life Sci., Okayama Univ., Okayama 700-8530, JPN) ,  NITODA Teruhiko (Lab. of Bioresources Chemistry, Graduate School of Environmental and Life Sci., Okayama Univ., Okayama 700-8530, JPN) ,  KANZAKI Hiroshi (Lab. of Bioresources Chemistry, Graduate School of Environmental and Life Sci., Okayama Univ., Okayama 700-8530, JPN) ,  MATSUOKA Koji (Div. of Material Sci., Graduate School of Sci. and Engineering, Saitama Univ., Saitama 338-8570, JPN) ,  TAKAHASHI Shunya (RIKEN Advanced Sci. Inst., Saitama 351-0198, JPN)
Material： Tetrahedron Letters  (Tetrahedron Lett)
Volume： 54  Issue： 11  Page： 1456-1459  Publication year： Mar. 13, 2013 
JST Material Number： E0366A  ISSN： 0040-4039  Document type： Article
Article type： 短報  Country of issue： United Kingdom (GBR)  Language： ENGLISH (EN)

Thesaurus term： molecular structure ,  total synthesis ,  *absolute configuration ,  *pyrrolizidine alkaloid ,  nitrogen heterocyclic compound ,  N-acetylglucosaminidase ,  fatty acid ,  hexosamine ,  carboxamide
Semi thesaurus term： Pyrrolidines

JST classification (2)： Alkaloids  (CF10030D) ,  Configuration and conformation of molecules  (BH05022J)

Substance index (14)： (3aβ,6aβ)-2,2-Dimethyl-4α-[(1R,3R)-1,4-bis(tert-butyldimethylsilyloxy)-3-(mesyloxy)butyl]-6β-(azidomethyl)tetrahydro-5H-1,3-dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester ,  (3aβ,6aβ)-2,2-Dimethyl-4α-[(1R,3S)-1,4-bis(tert-butyldimethylsilyloxy)-3-(mesyloxy)butyl]-6β-(azidomethyl)tetrahydro-5H-1,3-dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester ,  (3aβ,6aβ)-2,2-Dimethyl-4α-[(1S,3R)-1,4-bis(tert-butyldimethylsilyloxy)-3-(mesyloxy)butyl]-6β-(azidomethyl)tetrahydro-5H-1,3-dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester ,  (3aβ,6aβ)-2,2-Dimethyl-4α-[(1S,3S)-1,4-bis(tert-butyldimethylsilyloxy)-3-(mesyloxy)butyl]-6β-(azidomethyl)tetrahydro-5H-1,3-dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester ,  (3aβ,6aβ)-2,2-Dimethyl-4α-[(R)-1-hydroxy-3-butenyl]-6β-[[(tert-butyldiphenylsilyl)oxy]methyl]tetrahydro-5H-1,3-dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester ,  (3aβ,6aβ)-2,2-Dimethyl-4α-[(S)-1-hydroxy-3-butenyl]-6β-[[(tert-butyldiphenylsilyl)oxy]methyl]tetrahydro-5H-1,3-dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester ,  (3aβ,6aβ)-2,2-Dimethyl-4α-formyl-6β-[[(tert-butyldiphenylsilyl)oxy]methyl]tetrahydro-5H-1,3-dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester ,  N-Acetylglucosamine ,  3-epi-Pochonicine ,  (-)-Pochonicine ,  1-epi-Pochonicine ,  Phenyl 2-(acetylamino)-4-O,6-O-[(R)-benzylidene]-2-deoxy-1-thio-β-D-glucopyranoside ,  Pochonicine ,  Methanesulfonic acid (R)-1-[2,2-dimethyl-5α-[(S)-1-[(benzyloxycarbonyl)amino]-2-[(tert-butyldiphenylsilyl)oxy]ethyl]-1,3-dioxolane-4α-yl]-2-benzylethyl ester

Terms in the title (2)： 提案 ,  全合成