Conformationally defined adrenergic agents. Part 13. Synthesis of

Binding to the Phencyclidine and σ1 Receptors. Robert M. Moriarty, Livia A. Enache, Lei Zhao, Richard Gilardi, Mariena V. Mattson, and Om Prakash...
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J. Org. Chem. 1988, 53, 4021-4026 NMR (CDC1,) 6 0.99 (t, 3 H, J = 7.5 Hz),1.06 (d, 3 H,J = 6.3 Hz), 1.48-1.80 (m, 2 H),2.08 (m, 1 H,J = 6.3 Hz),2.66 (ddd, 1 H, J = 2.2,6.3,7.5 Hz),3.40 (d, 2 H,J = 6.3 Hz),3.63 (dd, 1 H, J = 2.2,6.3 Hz), 3.72 (s, 3 H),4.48,4.49 (AB system, 2 H, J = 12.2 Hz),7.25-7.40 (m, 5 H);'H NMR [CDCl, + Eu(hfc),] of 17 obtained from silyl ketene acetal 20,6 5.62 (296%,MeO, s), 5.68

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(S4%, MeO, s); 'H NMR [CDCl, Eu(fod),] of 17 obtained from silyl ketene acetal 20,6 5.56 (296%, MeO, s), 5.45 (l%, MeO, s), 5.33 (13%, MeO, s); 'H NMR [CDCl, Eu(hfc),] of 17 obtained from silyl ketene acetal 19,6 6.37(?go%, MeO, s), 6.45 (