C 3-Thia and C 3-carba isosteres of a carbocyclic influenza neuraminidase inhibitor,(3R, 4R, 5S)-4-acetamido-5-amino-3-propoxyl-1-cyclohexene-1-carboxylic acid

W Lew, MA Williams, DB Mendel, PA Escarpe…

文献索引：Lew, Willard; Williams, Matthew A.; Mendel, Dirk B.; Escarpe, Paul A.; Kim, Choung U. Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 14 p. 1843 - 1846

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被引用次数: 27

摘要

The importance of the oxygen atom in the C3 ether side chain of a carbocyclic influenza neuraminidase inhibitor 3 was investigated by replacement of the C3 ether oxygen atom of 3 with either a sulfur atom (compound 4) or a carbon atom (compound 5). The regio-and stereospecific syntheses of both isoteres are described starting from (−)-quinic acid.