- Reaction of amphipathic-type thioester and amine with hydrophobic effect in water
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The title reaction was studied using sodium 3-(1-oxododec-1-yl)thio- and 3-(1-oxohept-1-yl)thiopropanoate with various chain lengths of amines. The yields of the amides were found to depend on both the chain length of the thioester and that of amine, suggesting the presence of hydrophobic interaction. The amides were obtained in better yields after addition of sodium fluoride. Acylation (dodecanoylation) of some hydrophobic amino acids was also studied to obtain the corresponding amides. Georg Thieme Verlag Stuttgart - New York.
- Torihata, Atsushi,Kuroda, Chiaki
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experimental part
p. 2035 - 2038
(2011/10/09)
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- Metal-Templated Macrolactamization of Triamino and Tetramino Esters. Facile Synthesis of Macrocyclic Spermidine and Spermine Alkaloids, (S)-(+)-Dihydroperiphylline, (±)-Buchnerine, (±)-Verbacine, (±)-Verbaskine, and (±)-Verbascenine
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The total synthesis of spermidine and spermine alkaloids. (S)-(+)-dihydroperiphylline (1), (±)-buchnerine (2), (±)-verbacine (3), (±)-verbaskine (4), and (±)-verbascenine (5), is described. The construction of macrocyclic lactams has been efficiently accomplished by the metal-templated cyclization of triamino esters and tetraamino esters. It was also found that the antimony(III) ethoxide is useful as an intermolecular amidation catalyst.
- Kuroki, Yoshichika,Ishihara, Kazuaki,Hanaki, Naoyuki,Ohara, Suguru,Yamamoto, Hisashi
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p. 1221 - 1230
(2007/10/03)
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