1449002-75-8Relevant academic research and scientific papers
Solid-phase synthesis of diverse spiroisoxazolinodiketopiperazines
Pan, Yi-Wen,Guo, Chih-Wei,Tu, Huang-Yao,Tsai, Chih-Wei,Cheng, Wei-Chieh
, p. 425 - 434 (2013)
A convenient, efficient protocol to prepare diverse spiroisoxazolino- diketopiperazines via a parallel solid-supported synthesis was developed. The key steps are (1) a coupling reaction of an amino acid; (2) tosylation with concomitant β-elimination to form an α, β-unsaturated ester; (3) a 1,3-dipolar cycloaddition with an oxime to form isoxazoline rings; and (4) cyclic cleavage to release the product from the resin. All reaction steps and workup procedures were modified to allow the use of automated or semiautomated equipment. A 100-member demonstration library with two diversity sites was prepared in good purity and acceptable overall yields.
