Synthesis and Molecular Structure of Ethyl [N-tosyl-(R)-prolyloxy]-2(S)-[4-cyano-8,8-ethylenedioxy-5-oxo-5,6,7,8-tetrahydroindolizin-3-yl] Acetate, a Key Intermediate in the Total Synthesis of (20S)-Camptothecins

Molecules

Yun-Yan Kuang¹ 

[1] Department of Chemistry, Fudan University, Shanghai 200433, People’s Republic of China; † E-mail:

关键词: Ethyl [ N -tosyl-( R )-prolyloxy]-2( )-;    2D-NMR techniques;    X-ray crystal structure;    configurational analysis;   

DOI  :  10.3390/12112507

来源: mdpi

【 摘 要 】

The synthesis of optically active [N-tosyl-(R)-prolyloxy]-2(S)-[4-cyano-8,8-ethylenedioxy-5-oxo-5,6,7,8-tetrahydroindolizin-3-yl] acetate (4a), a key intermediate for the total asymmetric synthesis of 20(S)-camptothecin anticancer drugs, is described. Its structure was characterized by 2D-NMR techniques and the absolute configuration was further confirmed for the first time by X-ray crystal structure analysis.

【 授权许可】

Unknown   
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