Complete H-1 and C-13 assignments of fluorinated analogs of dehydroepiandrosterone

Science and Engineering Group, RTI International, Research Triangle Park NC 27709-2194, USA.
Magnetic Resonance in Chemistry (Impact Factor: 1.18). 11/2006; 44(11):1051-3. DOI: 10.1002/mrc.1874
Source: PubMed


The complete assignments of all H-1 and C-13 chemical shifts were made for the fluorinated dehydroepiandrosterone (DHEA) analog fluasterone, 2, and two potential in vivo metabolites 3 and 4. The assignments were made using a combination of one- and two-dimensional NMR techniques (H-1, C-13, gDQCOSY, gHSQC, gHMBC). Once the proton chemical shifts were assigned, the stereochemistry of the two hydroxylated analogs was determined using 2D ROESY experiments. Copyright (c) 2006 John Wiley & Sons, Ltd.

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    • "(m) dihydrokavain in CD 3 OD/D 2 O, 600 MHz [48] (ethanol 40% vol) 9.Dehydroepiandrosterone (DHEA) 0.91 * --- 0.91 (s) * 1.02 suppressed 1.08 suppressed 1.17 suppressed 1.35 suppressed 1.48 - 1.56 1.52 (m) 1.60 1.60 (m) 1.65 1.68 (s) 1.86 1.87 (m) 1.99 1.92 (s) 2.06 2.00 (m) 5.15 - 5.29 5.38 (t) (500.13MHz, CDCl 3 ) [49] "
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