103493-33-0

Upstream product

• 58885-60-2 N-(tert-butoxycarbonyl)-3-aminopropanal 
• 153815-24-8 1-(tert-butyloxycarbonylamino)-3,3-diethoxypropane 
• 425644-03-7 N⁸-benzyloxycarbonyl-N¹-tert-butyloxycarbonyl-N⁴-(2-nitrobenzenesulfonyl)-spermidine 
• 425644-02-6 N-(2-nitrobenzenesulfonyl)-N'-(benzyloxycarbonyl)-1,4-diaminobutane 
• 501-53-1 benzyl chloroformate 
• 112663-43-1 3-(tert-butoxycarbonylamino)propyl methanesulfonate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 58885-58-8 N-tert-butoxycarbonyl-3-aminopropanol 
• 153815-25-9 N⁸-benzyloxycarbonyl-N¹-tert-butoxycarbonylspermidine 

Relevant academic research and scientific papers

An efficient synthesis of selectively functionalized spermidine

A method is described for the synthesis of selectively protected Boc, Fmoc or Z-spermidine derivatives. The starting spermidine, N8-benzyloxycarbonyl-N1-tert-butoxycarbonylspermidine is prepared using a reductive amination.

An efficient synthesis of orthogonally protected spermidine

A major problem in the use of spermidine for the synthesis of biologically interesting compounds is the selective orthogonal protection of the three different amino groups. Our approach is based on the Fukuyama reaction, starting from putrescine and 3-amino-l-propanol and affording N8-benzyloxycarbonyl- N1-tert-butyloxycarbonyl- N4-(2-nitrobenzenesulfonyl)spermidine (5) in 5 steps in high yield.