87338-06-5Relevant academic research and scientific papers
Cyclopolyamines: Synthesis of cyclospermidines and cyclospermines, analogues of spermidine and spermine
Brand, Guy,Hosseini, Mir Wais,Ruppert, Romain
, p. 8609 - 8612 (2007/10/02)
The synthesis of a series of cyclic analogues of the naturally occurring polyamines putrescine, spermidine and spermine was achieved. The cyclic analogues of putrescine named cycloputrescine [4,n] were composed of cycloputrescine in which the two primary
Synthesis of Aza Macrocycles by Nucleophilic Ring Closure with Cesium Tosylamides
Vriesema, Bindert K.,Buter, Jan,Kellogg, Richard M.
, p. 110 - 113 (2007/10/02)
Long-chain diamines as their bis tosylamide derivatives are deprotonated by Cs2CO3 in dimethylformamide solution to give the dicesium salts.These react smoothly with various dibromides or dimesylates to afford the cyclic diamines as their tosyl derivatives.The yields, depending on the size of the ring, range between 25percent and 95percent of isolated product.The largest ring made, 1,12-diazaoctacosane (as the tosylamide derivative) was isolated in 60percent yield.The tosyl groups are readily removed with sodium amalgam in Na2HPO4-buffered methanolic solution.Chiral macrocyclic amines have also been prepared by using this cesium salt method.
