Synthesis of hydroxylamine analogues of polyamides
Novel analogues of spermine and spermidine with terminal H2N-CH2-group substituted by H2N-O-group, were prepared starting the synthesis from EtO(Me)C = NOH and subsequent extension of a polyamine backbone. To prepare their earlier unknown tritium labelled analogues, ω-[[(1'-ethoxy-ethylidene)amino]oxy]-poly-(iminomethylene) nitriles were reduced to amines by NaBT4/CoCl2 complex, which did not effect the N-O or C = N bonds of ethoxyethylidene group, whereas aminooxy group deprotection was performed at the final step of synthesis by mild acidic hydrolysis. Novel monoacetylated (AcHN- or AcNHO-) analogues of spermidine were also synthesised.
Khomutov, Alex R.,Vepsaelaeinen, Jouko J.,Shvetsov, Alexander S.,Hyvoenen, Tapani,Keinaenen, Tuomo A.,Pustobaev, Vladimir N.,Eloranta, Terho O.,Khomutov, Radii M.
p. 13751 - 13766
(2007/10/03)
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