Mild and Efficient Synthesis of N1,N5,N10-Tri-tert-butoxycarbonyl Spermine was written by Feng, Xiangjun;Xia, Wenpin;Luo, Yu;Lu, Wei. And the article was included in Synthetic Communications in 2012.Product Details of 194808-59-8 The following contents are mentioned in the article:
This article describes a mild and efficient synthesis of N1,N5,N10-tri-tert-butoxycarbonyl spermine from putrescine, with a 41% overall yield. The key steps include a Michael addition and Raney nickel (W-2) reduction The advantages of this synthesis include a simple procedure, mild conditions, and good yields. This study involved multiple reactions and reactants, such as Di-tert-butyl butane-1,4-diylbis((2-cyanoethyl)carbamatE) (cas: 194808-59-8Product Details of 194808-59-8).
Di-tert-butyl butane-1,4-diylbis((2-cyanoethyl)carbamatE) (cas: 194808-59-8) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Product Details of 194808-59-8
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts