Efficient synthetic method for differentially protected naturally occurring acyclic polyamines.

スポンサーリンク

概要

• 論文の詳細を見る

• A new systematic route to threefold protected natural polyamines, spermidine, spermine, thermine, and thermospermine, was developed through alternate regioselective manipulation on the terminal primary amino groups, starting from <I>N</I>,<I>N</I>-phthaloyl-1,3-propanediamine hydrochloride (<B>3</B>). When <B>3</B> was tosylated at the amine terminal and the phthaloyl terminal was subjected to transformation to the formamido group followed by substitution at the tosyl terminal with, e.g., <I>N</I>-(4-bromobutyl)phthalimide, threefold protected spermidine was obtained in excellent yield. After hydrolysis of the formamido group to amine salt, a sequence of the reactions was satisfactorily repeated to afford various types of threefold protected natural tetramines.

• 公益社団法人 日本化学会の論文

著者

• Kuzuhara Hiroyoshi

  RIKEN (The Institure of Physical and Chemical Research)

• Iwata Masaaki

  RIKEN (The Institute of Physical and Chemical Research)

関連論文

• Synthesis of a Tricyclo[4.3.0.0^]-nonane Ring System from (-)-Carvone(Organic Chemistry)
• Syntheses of L-Fucopyranose and Its Homologs with Ring Heteroatoms Other than Oxygen. Stereocontrolled Conversion of a Common D-Arabinofuranoside Intermediate
• The synthesis of partially-protected 2'-deoxyribonucleotide dimers by the selective phosphorylation of stannylated nucleosides.
• Design and synthesis of macromonocyclic polyamines composed of natural methylene arrays.
• Efficient synthetic method for differentially protected naturally occurring acyclic polyamines.
• Functionalized dithia(2,5)pyridinophanes as vitamin B6 analogues. Synthesis, properties, and catalytic activity for racemization reaction.
• Synthesis and characterization of macrocyclic polyaza(2,5)pyridinophanes possessing vitamin B6 functionality.
• Chemistry of N-nitrososulfonamides. Substitution reaction by the acetyl group.

スポンサーリンク