97444-14-9Relevant academic research and scientific papers
Indole Alkaloids from the Sea Anemone Heteractis aurora and Homarine from Octopus cyanea
Shaker, Kamel H.,G?hl, Matthias,Müller, Tobias,Seifert, Karlheinz
, p. 1746 - 1755 (2015/11/24)
The two new indole alkaloids 2-amino-1,5-dihydro-5-(1H-indol-3-ylmethyl)-4H-imidazol-4-one (1), 2-amino-5-[(6-bromo-1H-indol-3-yl)methyl]-3,5-dihydro-3-methyl-4H-imidazol-4-one (2), and auramine (3) have been isolated from the sea anemone Heteractis auror
Total synthesis of (-)-aspergilazine A
Boyd, Emily M.,Sperry, Jonathan
supporting information, p. 5056 - 5059 (2015/02/19)
The total synthesis of (-)-aspergilazine A, an alkaloid possessing a rare N1′ to C6 bisindole bond, is described. A palladium-catalyzed N-arylation was used to selectively install the N1′-C6 bond in the presence of three other possible arylation sites. The ligand XPhos displayed a unique capability to efficiently carry out the N-arylation while simultaneously suppressing epimerization of the sensitive C9 stereocenters. This total synthesis has confirmed that aspergilazine A is a dimer of brevianamide F.
The facile synthesis of a series of tryptophan derivatives
Blaser, Georg,Sanderson, John M.,Batsanov, Andrei S.,Howard, Judith A.K.
, p. 2795 - 2798 (2008/09/19)
This study reports a facile method for the synthesis of a variety of 5- and 6-substituted tryptophan derivatives that are difficult to prepare using alternative enzymatic approaches. Acylation of an activated amino acid, derived from serine in situ, is coupled with an enzymatic resolution step to furnish enantiopure analogues bearing a range of electron withdrawing and releasing substituents. Isolation of a dehydroalanine derivative as a by-product from some reactions provides some insights into the likely mechanism of the reaction.
Convenient synthesis of 7′ and 6′-bromo-D-tryptophan and their derivatives by enzymatic optical resolution using D-aminoacylase
Konda-Yamada, Yaeko,Okada, Chiharu,Yoshida, Kiminari,Umeda, Yasuyuki,Arima, Shiho,Sato, Noriko,Kai, Toshitsugu,Takayanagi, Hiroaki,Harigaya, Yoshihiro
, p. 7851 - 7861 (2007/10/03)
Compounds 7′ and 6′-bromo-D-tryptophan (1 and 2) which are important derivatives for the synthesis of the chloropeptin and kistamycin A, respectively, were conveniently synthesized by optical resolution from N-acetyl-7′ and 6′-bromo-DL-tryptophan ((RS)-5 and (RS)-14) using D-aminoacylase.
