Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 19, Pages 13315-13321Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c01173
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Funding
- National Natural Science Foundation of China [81673288]
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Efficient methods for synthesizing three dipeptide mimetics with diazabicycloalkanone amino acid scaffolds were developed, with compound 3 serving as a key intermediate for a clinical staged IAP inhibitor. Compared to reported methods, the new method is more efficient and suitable for large scale preparation.
Efficient methods for the synthesis of three dipeptide mimetics with diazabicycloalkanone amino acid scaffolds were developed. Among them, compound 3, which contains a 1,5diazabicyclo[6,3,0]dodecanone amino acid core structure, was used as the key intermediate of a clinical staged IAP inhibitor SM-406 (Xevinapant). Compared with the reported methods for the synthesis of compound 3 and its derivatives, our method is more efficient and more suitable for large scale preparation.
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