183731-23-9

Upstream product

• 183731-15-9 N-[3-(3-Amino-propylamino)-propoxy]-acetimidic acid ethyl ester 
• 501-53-1 benzyl chloroformate 
• 183731-20-6 N-{3-[Benzyloxycarbonyl-(3-benzyloxycarbonylamino-propyl)-amino]-propoxy}-acetimidic acid ethyl ester 

Downstream Products

• 183731-26-2 {3-[(3-Acetylaminooxy-propyl)-benzyloxycarbonyl-amino]-propyl}-carbamic acid benzyl ester 
• 873933-21-2 7-(N-2-nitrobenzenesulfonyl)aminooxy-4-(N-benzyloxycarbonyl)aza-1-(N-benzyloxycarbonyl)aminoheptane 
• 873933-22-3 1-(N-tert-butyloxycarbonyl)amino-4-(N-2-nitrobenzenesulfonyl)aza-5-oxa-9-(N-benzyloxycarbonyl)aza-12-(N-benzyloxycarbonyl)aminododecane 

Relevant academic research and scientific papers

New oxaanalogues of spermine

A new isosteric charge-deficient spermine analogue, 1,12-diamino-4,9-diaza- 5-oxadodecan, and O-(7-amino-4-azaheptyl)oxime of 3-aminopropanal, a stable analogue of the Schiff base intermediate in the enzymatic oxidation of spermine, were synthesized. The possible use of these compounds for the inhibition of spermine oxidase is discussed.

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.