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Efficient synthesis of the κ-opioid receptor agonist CJ-15,161: four stereospecific inversions at a single aziridinium stereogenic center

✍ Scribed by Michel Couturier; John L. Tucker; Brian M. Andresen; Keith M. DeVries; Brian C. Vanderplas; Fumitaka Ito


Book ID
104360041
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
202 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis


An efficient four-step sequence has been developed for the synthesis of the k-opioid receptor agonist CJ-15,161. The process features four consecutive regioselective and stereospecific inversions at a single aziridinium stereogenic center, which leads to overall retention of stereochemistry, in a single operation. The chemistry is straightforward, practical and amenable to large-scale synthesis.