5680-61-5Relevant articles and documents
New synthesis of polyfluoroalkyl racemic α-amino acids
Delon,Laurent,Blancou
, p. 1487 - 1492 (2005)
We describe here a new synthesis of racemic α-amino acids containing polyfluorinated aliphatic long chain RF(CH2)3Y (RF = C2F5, C6F13, C 8F17) (Y = CH(NH2)COOH) based on So?rensen's method. The radical addition of perfluoroalkyl iodides R FI (RF = C2F5, C6F 13, C8F17) at room temperature to ethyl-2-carbetoxy-2-phthalimido-pent-4-enoate 3 was first initiated by Et 3B/O2. Then, the reduction of adducts 4a-c using Et 3B/O2/Bu3SnH leads to ethyl-2-carbetoxy-2- phthalimido-5-perfluoroalkyl-pentanoate 5a-c under mild conditions. Experimental conditions for optimisation of the iodoperfluoroalkylation step using Et 3B/O2 were studied. Finally, deprotection of 5a-c gave the desired products 6a-c in good yields.
Synthesis of Carboranyl Phenylalanine for Potential Use in Neutron Capture Therapy of Melanoma
Prashar, Jognandan K.,Moore, Douglas E.
, p. 1051 - 1054 (2007/10/02)
A phenylalanine derivative incorporating the 1,2-dicarba-closo-dodecaborane (12) cage has been synthesised by the alkylation of diethyl formamidomalonate with benzyl bromide in the presence of sodium ethoxide followed by the removal of the protecting groups by hydrolysis and decarboxylation.The closo-carborane species was converted into the anionic nido-form to produce a more water-soluble form of the compound.
