Synthesis of the α-Tocopheramine-15N Model Compound 2,2,5,7,8- Pentamethyl-6-chromanylamine-15N

2,2,5,7,8-Pentamethyl-6-chromanylamine-15N was prepared by condensation of ZnCl2-catalyzed condensation of 2,3,5-trimethylphenol with isoprene, followed by conversion of the resulting chroman into the 6-nitro-derivative and further reduction to the title compound, which possesses a 2-methyl group instead of the isoprenoid side chain of tocopherols and tocopheramines. Tocopheramines and their short-chain analogues are current targets in medicinal chemistry and anti-cancer research.