Amino acids are the most basic building blocks of peptide drugs. Introducing unnatural amino acids into peptide drugs can significantly improve the stability of peptide drugs, improve the ability of peptide drugs to penetrate the blood-brain barrier, and reduce the toxicity of peptide drugs. Therefore, the development of new multifunctional non natural amino acid blocks plays a very important role in the research and development of peptide drugs. So far, the synthesis of photoactive unnatural amino acids with different configurations is still a challenging work. We have developed an efficient synthesis method of unnatural amino acid blocks by using asymmetric synthesis technology, and realized the synthesis of different configurations (L or D type) α、β、γ- Efficient, convenient, economical and green synthesis of amino acids, phosphorylated amino acids and various substituted amino acids at different sites

Chiral synthesis

The controlled asymmetric synthesis method can conveniently and efficiently synthesize a variety of photoactive unnatural amino acids with different configurations under the same organic catalytic conditions. For example, different configurations are unnatural α- Or β- Prolines, different configurations, unnatural α- Amino acids, different configurations, unnatural β- Amino acids, different configurations, unnatural γ- Amino acids, different configurations, unnatural β- Hydroxyl- α- Amino acids, hydroxyl substituted, unnatural β- Amino acids, and unnatural chiral amino acid modules with important pharmaceutical activities

Tryptophan is a very important amino acid (for example N-Fmoc-7-methyl-L-tryptophan,2,3,5-Trimethylphenol). The synthesis of its derivatives has attracted the interest of many organic chemists and pharmaceutical chemists. The key part of tryptophan is the indole group on it. Friedel Crafts reaction of indole is one of the most powerful tools to construct C3 substituted indoles. According to this idea, we successfully constructed C3 substituted indoles by organic catalysis. Due to the difference in reactivity between C3 and C2 positions of indoles, the preparation of C2 substituted indoles has always been a great challenge for organic chemists. We used 4,7-dihydroindole as an intermediate to synthesize C2 substituted indole by organic catalytic method. In addition, we successfully achieved 2-aldehyde indole and α,β- Under the catalysis of diphenyl prolyl silyl ether, unsaturated aldehydes undergo domino series reaction in the imine / enamine activation mode, thus realizing N1 alkylation on indole. In conclusion, we have developed a series of Fock reactions to construct C3 substituted, C2 substituted, N1 substituted tryptophan derivatives