The invention relates to the technical field of
medicine synthesis, in particular to m-
boron phenylalanine and a synthesis method and application thereof. According to the synthesis method of m-
boron phenylalanine, high-selectivity boronation is realized in an
ionic liquid [BMIM] BF4 / water mixed
solvent by taking L-3-iodo
phenylalanine as a
raw material, introducing a Cbz (carbobenzoxy)
protecting group, adopting a Pd (dppf) Cl / CuI composite catalyst and taking pinacolborane (HBpin) as a
boron source; according to the method, L-m-BPA is taken as a
raw material, optical purity is controlled through enzymatic resolution, high-purity L-m-BPA is obtained through combined purification of deprotection,
dialysis and recrystallization, stability is enhanced through a Cbz
protecting group, optical purity is guaranteed through enzymatic resolution, and medical standards are guaranteed through combined purification. According to the m-boron phenylalanine synthesized by the method, the purity of the m-boron phenylalanine is greater than or equal to 99.6% through detection; the
retention rate of boron groups is greater than or equal to 99.2%, and the water
solubility reaches 123-128 g / L; and the
metal residues comprise less than or equal to 0.0004% of Pd and less than or equal to 0.0003% of Cu, which are far lower than the medical
impurity limit (less than or equal to 0.001%).