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Synthesis and Evaluation of TAC-Based Inhibitors of Papain as Mimics of Cystatin B

✍ Scribed by Dirk-Jan van Zoelen; Maarten R. Egmond; Roland J. Pieters; Rob M. J. Liskamp


Book ID
101822161
Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
447 KB
Volume
8
Category
Article
ISSN
1439-4227

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The racemic 2-azabicyclo[3.2.2]nonanes 5 and 18 were synthesized and tested as b-glycosidase inhibitors. The intramolecular Diels-Alder reaction of the masked o-benzoquinone generated from 2-(allyloxy)phenol ( 6) gave the a-keto acetal 7 which was reduced with SmI 2 to the hydroxy ketone 8. Dihydrox