91652-58-3Relevant academic research and scientific papers
(-)-(3S)-3-(Tosylamino)butano-4-lactone, a versatile chiral synthon for the enantioselective synthesis of different types of polyamine macrocycles: Determination of the absolute configuration of (-)-(R)-budmunchiamine A
Detterbeck, Richard,Guggisberg, Armin,Popaj, Kasim,Hesse, Manfred
, p. 1742 - 1758 (2007/10/03)
(-)-(3S)-3-(Tosylamino)butano-4-lactone (1) and its derivative ethyl (-)-(3S)-4-iodo-3-(tosylamino)butanoate (2) are presented as easily accessible chiral building blocks for the construction of a range of different macrolactam frameworks important for th
Synthetic Analogues of Low-Molecular-Weight Acyl-polyamine Spider Toxins
Fiedler, Wolfgang J.,Guggisberg, Armin,Hesse, Manfred
, p. 1167 - 1181 (2007/10/02)
Low-molecular-weight spider and wasp toxins are selective inhibitors of glutamate receptors of the central nervous system and consist of a polyamine backbone and one or several carboxylic acids and/or amino acids linked by a peptide-like bond.The syntheses of twelve analogues of spider and wasp toxins are described (10a-c, 15a-c, 20a-c, 25a-c) having the general structure of acyl, arylacyl, or heteroarylacyl -> DL-alanyl -> ω-aminoacyl -> N1-spermidine, with variation in the acyl and the ω-aminoacyl part.
RING EXPANSION REACTIONS IN THE FORMATION OF MACROCYCLIC LACTAMS. A SYNTHESIS OF DESOXO-INANDENINE
Waelchli, Rudolf,Guggisberg, Armin,Hesse, Manfred
, p. 2205 - 2208 (2007/10/02)
Desoxo-inandenine, a reduction product of the macrocyclic spermidine alkaloids inandenin-12-one and -13-one has been synthesized from 2-nitro-cyclotridecanone by ring expansion reactions including a Zip reaction step.
Synthese von N-(4-Aminobutyl)-16-aza-19-nonadecanlactam und N-(4-Aminobutyl)-17-aza-20-icosanlactam (Desoxoinandenin)
Waelchli, Rudolf,Guggisberg, Armin,Hesse, Manfred
, p. 2178 - 2185 (2007/10/02)
According to Scheme 1, the two homologous macrocyclic spermidine derivatives 12 ad 23 were synthesized.Key steps in both cases were two different types of ring-enlargement reactions.Compound 12 was identical with a degradation product of the naturally occurring spermidine akaloids of inandine-type.
