新产品编号:1794497

合成路线:N-Boc-2-Aminohexadecanoic acid (I) was reduced to the Boc-aminoalcohol (III) via conversion to the mixed anhydride (II),which was subsequently reduced with NaBH4.Alcohol (III) was protected as the benzyl ether (IV) by alkylation with benzyl chloride in the presence of NaH.After acid deprotection of the N-Boc group of (IV),the resultant primary amine (V) was monoalkylated with ethyl bromide under controlled conditions to afford (VI).Finally,hydrogenolysis of the benzyl ether function of (VI) over Pd/C furnished the title amino alcohol.

合成路线:The reaction of 2-(tert-butoxycarbonylamino)hexadecanoic acid (I) with ethyl chloroformate (II) and NMM in THF gives the mixed anhydride (III),which is reduced by means of NaBH4 in methanol to yield the corresponding hexadecanol (IV).The reaction of (IV) with MsCl and TEA affords the mesylate (V),which is treated with sodium azide in DMF to provide the azido derivative (VI).The reduction of (VI) with H2 over Pd/C in chloroform gives the corresponding amine (VII),which is finally alkylated with ethyl bromide and TEA in DMF to yield the target tertiary amine.
参考文献标题:Leishmanicidal activity of some aliphatic diamines and amino-alcohols
文献作者:del Olmo,E.; Alves,M.; L髉ez,J.L.; Inchaustti,A.; Yaluff,G.; Rojas de Arias,A.; San Feliciano,A.
参考来源:Bioorg Med Chem Lett 2002,12(4),659