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61449184009
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note
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Additional evidence regarding the cis-relationship between the amine and ester group in 10 came via the X-ray of 'wrong acid' from the ester 9, where in the amine and carboxyl group had a trans-relationship.
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38
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0000844109
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39
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61449185875
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note
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125I-hMCP-1 was purchased from Perkin Elmer Life Sciences, Inc., with a specific activity of 2200 Ci/mmol. The assay was terminated by filtration of the reaction mixture through GF/B filter plates (presoaked in 0.1% polyethyleneimine) using a Packard Cell Harvester, filter plates were washed with 25 mM Hepes, pH 7.5, containing 500 mM NaCl and dried in an incubator for at 37 °C for 30 min. The plates were loaded with Microscint 0 (Packard) and counted in a Topcount NXT (Packard). The software program Prism (GraphPad) was used for all.
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40
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0033848683
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41
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61449187794
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note
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Butora, G. Unpublished experimental observations. Stereochemical relationship was established by comprehensive analysis of the high field NMR studies of the analogs, that were independently synthesized by a route, unlike the one described herein.
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42
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61449253860
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note
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We believe that the trans-diastereomer (both the methyl and amine in diaxial disposition) probably was formed during this reaction and but eluded our detection/separation by chiral columns.
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43
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61449149913
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note
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+] calculated 396.4; found 397.2 (M+H).Typical reductive amination of (4) with ketones: The reductive amination of (4) with ketones are similar to the Ref. 22.
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