312283-45-7Relevant academic research and scientific papers
An efficient and versatile synthesis of all structural types of acylpolyamine spider toxins
Nihei, Ken-ichi,Kato, Massuo J.,Yamane, Tetsuo,Konno, Katsuhiro
, p. 8335 - 8350 (2007/10/03)
An efficient and versatile synthesis of acylpolyamine spider toxins of all structural types classified by extensive MS analysis has been achieved. By using 2-nitrobenzenesulfonamide as an effective activating and/or protecting group (the Nosyl strategy),
Total synthesis of polyamine toxin HO-416b and Agel-489 using a 2-nitrobenzenesulfonamide strategy
Hidai,Kan,Fukuyama
, p. 1570 - 1576 (2007/10/03)
Total synthesis of spider toxins HO-416b (1) and Agel-489 (2) was accomplished using the 2-nitrobenzenesulfonamide (Ns) group as both a protecting and activating group. In this strategy, the C-N bonds were constructed by alkylation of sulfonamides with alkyl halides or Mitsunobu reaction with the corresponding alcohol. Beginning with monoprotection of the symmetrical diamine, the construction of the backbone from diamine 3 was efficiently accomplished in 7 steps for 14 and 9 steps for 29. Removal of the Ns group while the substrate was attached to a novel solid support enabled the efficient isolation of this highly polar compound.
