BOC Sciences is committed to providing efficient and reliable asymmetric hydrogenation synthesis of amino acids to meet customers' different reaction needs.
Amino acids are also important components of living organisms and play a vital role in life phenomena. Amino acids play an important role in the regulation of substance metabolism and information transmission in organisms. For example, lysine can promote brain development, promote fat metabolism and prevent cell degeneration. Tryptophan can promote the production of gastric juice and pancreatic juice. Phenylalanine can participate in eliminating the loss of kidney and bladder functions.
Optically active chiral amino acids have played an integral role in the development of multiple research fields, such as peptide chain research, ligand design, and drug discovery. Among them, chiral α-amino acid is the backbone of many natural products and the structural unit of drugs, and can be used as a chiral auxiliary in the field of organic chemistry. In addition, chiral α-amino acids are also widely used in biochemistry, pesticide chemistry and food additives. Chiral β-amino acids are important structural units widely present in various drugs, natural products and bioactive molecules. Optically active amino acids are an important class of compounds. Therefore, it is of great significance to synthesize optically active amino acids and their derivatives efficiently and with high stereoselectivity.
Transition metal-catalyzed asymmetric hydrogenation has the advantages of high efficiency, greenness and economy, and is an important method for the synthesis of chiral amino acids and their derivatives. We use chiral transition metals as catalysts to synthesize L- or D-enriched amino acids and their derivatives by asymmetric reductive hydrogenation of α, β-dehydroamino acids and their derivatives.
With α,β-dehydroamino acid derivatives as substrates, in the presence of chiral catalysts formed by the coordination of chiral phosphine ligands and phosphorus-containing chiral ligands with transition metals (generally rhodium), due to the Induction, for the α, β-positions of dehydroamino acid derivatives, the probability of hydrogen attacking from both sides of the substrate molecular plane is different, so L- or D-rich amino acids are obtained.
Transition metal-catalyzed asymmetric hydrogenation of α-dehydroamino acids is one of the most efficient and practical methods for the synthesis of chiral unnatural α-amino acids. For α-dehydroamino acids, there are many asymmetric hydrogenation ligands with high enantioselectivity and high activity, including chiral phosphine ligands, chiral phosphite ligands, chiral phosphoramidite ligands etc., such as DIPAMP, BINAP, BICP, BPE. Our chiral α-amino acids synthesized by asymmetric catalytic hydrogenation are high yield, high enantioselectivity, environmentally friendly, and cost-effective.
Asymmetric hydrogenation of α-dehydroamino acid esters catalyzed by different metals253
Asymmetric hydrogenation of β-dehydroamino acids and their derivatives catalyzed by transition metal complexes for highly stereoselective synthesis of β-amino acids. This method has the advantage of being straightforward, efficient and clean.
BOC Sciences has achieved asymmetric catalytic hydrogenation of various types of α- and β-dehydroamino acids and their derivatives to synthesize different optically active α- and β-amino acids.