Solution-Phase Parallel Synthesis of 115 Homosilatecan Analogues
- 24 June 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Combinatorial Chemistry
- Vol. 5 (5), 617-624
- https://doi.org/10.1021/cc030018g
Abstract
The parallel synthesis of 115 homosilatecans on 1−5 mg scale has been accomplished. Key reactions include N-propargylation of a common iodopyridone lactone with a silyl-substituted propargyl bromide, followed by cascade radical annulation with a substituted isonitrile. Simple manual techniques for parallel reactions were coupled with automated purifications (SPE, HPLC) to give high-purity final products. The speed and simplicity of the automated purification protocol more than compensated for yield losses in the synthesis of some analogues relative to traditional flash chromatographic purifications.Keywords
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