220077-35-0Relevant academic research and scientific papers
An asymmetric synthesis of L-[3-13C]phenylalanine and L-[3- 13C]tyrosine from [13C]carbon monoxide
Takatori, Kazuhiko,Nishihara, Mikiko,Nishiyama, Yukie,Kajiwara, Masahiro
, p. 15861 - 15869 (2007/10/03)
L-[3-13C]Phenylalanine and L-[3-13C]tyrosine were synthesized. [α- 13C]Benzyl bromides were prepared from [13C]carbon monoxide via the palladium-catalyzed carboalkoxylation of aryl halides. The asymmetric carbon corresponding to the 2-position in phenylalanine was introduced by the diastereoselective alkylation of Dellaria's oxazinone with [α-13C]benzyl bromides. Finally, ethanolysis, deprotection, hydrogenolysis and acid hydrolysis of the resulting alkylated oxazinones gave L-[3- 13C]phenylalanine and L-[3-13C]tyrosine in high optical purity.
