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4 reduction in i-PrOH and also in DMSO. An attempt was also made to convert 1 to the iodo derivative using the Finkelstein reaction (NaI in refluxing acetone), which under these conditions was not successful.
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38
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2742535506
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8 where the structure was originally disclosed. During the review process on this manuscript, it was brought to our attention that the original figure was in violation of the IUPAC rules because a hashed line between two adjacent stereocenters (C-4 and C-5) is not allowed under this system. The stereochemical representations used in this paper for 1-9 are in accord with these IUPAC recommendations. See: Moss, G. P. Pure Appl. Chem. 1996, 68, 2193-2222.
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33544462207
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Attempts to determine the absolute configuration of C-5 in 8 and 9 by preparation of the MTPA derivatives resulted in elimination to form 7.
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Molecular modeling of the four potential diastereomers (4R,5R,6S; 4R,5S,6S; 4S,4R,6S; 4R,5R,6S) indicates that the lowest energy conformers of these diastereomers are all within 2 kcal/mol. This suggests that all four diastereomers should be produced, albeit in unequal amounts.
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33544463643
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Concentration that limited the growth of a cell line to 50% of the untreated control growth.
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52
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33544456113
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Concentration that killed 50% of the treated cell line as compared to the untreated cells.
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53
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20044397059
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33544467774
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note
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Upper limit on the antibacterial, antifungal, and antiviral assays is 250, 500, and 20 μg/mL, respectively.
-
-
-
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