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A simple synthesis of 4-substituted 2-(3-hydroxy-2-oxo-1-phenethyl- propylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl esters as novel cysteine protease inhibitors

Title
A simple synthesis of 4-substituted 2-(3-hydroxy-2-oxo-1-phenethyl- propylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl esters as novel cysteine protease inhibitors
Authors
Oh S.Jung J.-C.
Ewha Authors
오세관정재철
SCOPUS Author ID
오세관scopus
Issue Date
2008
Journal Title
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
ISSN
0932-0776JCR Link
Citation
vol. 63, no. 2, pp. 210 - 216
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
A convenient synthesis of 4-substituted 2-(3-hydroxy-2-oxo-1- phenethylpropylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl esters 17 and 18 as new cysteine protease inhibitors is described. The synthetic key strategies involve the diazocarbonyl insertion reaction of N-Boc-L-homophenylalanine (1) by diazomethane, acetylation of the bromoketone 2 with sodium acetate, and condensation of acids 12, 14 with (3S)-3-amino-2-oxo-5-phenyl-pentyl acetate monohydrochloride (4) in good yield. © 2008 Verlag der Zeitschrift für Naturforschung.
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의학전문대학원 > 의학과 > Journal papers
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