High-yielding synthesis of the anti-influenza neuramidase inhibitor (-)-oseltamivir by three "one-pot" operations.
Taking shortcuts: A remarkably short and high-yielding asymmetric total synthesis of (-)-oseltamivir takes advantage of organocatalysis and single-pot domino operations. The target, known as the drug Tamiflu, is prepared efficiently in a short time, and also its derivatives can be synthesized effectively.
Ishikawa
Hayato
H
Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan.
Suzuki
Takaki
T
Hayashi
Yujiro
Y
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000627:therapeutic use; D002384:Catalysis; D004987:Ethers / Q000737:chemistry; D006801:Humans; D007251:Influenza, Human / Q000188:drug therapy*; D053139:Oseltamivir / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000627:therapeutic use; D011392:Proline / Q000031:analogs & derivatives / Q000737:chemistry; D013237:Stereoisomerism
D000998:Antiviral Agents; D004987:Ethers; C529940:diphenylprolinol silyl ether; D053139:Oseltamivir; D011392:Proline