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. Author manuscript; available in PMC: 2008 Sep 25.
Published in final edited form as: J Org Chem. 2007 Apr 28;72(11):4055–4066. doi: 10.1021/jo062588j

Table 1. Chemical Shifts of Selected Aminoglycoside Derivatives.

Structure 3 8 16 17 4 18 19 25 26 20 21 23
H-1 3.7 3.6 4.1 3.5 3.54 3.5 3.5 3.4 3.7 3.43 3.7 4.09
H-2 (eq./ax.) 2.45/1.65 2.44/1.65 2.3/1.40 2.1/1.52 2.41/1.62 2.36/1.63 2.35/1.58 2.39/1.60 2.39/1.5 2.39/1.63 2.3/1.63 2.35/1.56
H-3 3.5 3.5 3.5 4.0 3.4 3.4 3.3 3.5 3.51 3.53 3.5 3.57
H-4 3.67 3.69 3.6 3.7 3.4 3.4 3.44 3.7 3.66 3.7 3.65 3.71
H-5 5.16 5.13 5.21 5.11 3.65 3.6 3.58 3.87 3.91 3.9 3.93 3.98
H-6 4.94 4.94 4.81 4.95 4.93 4.86 4.94 4.97 4.78 4.96 4.79 4.91
H-1′ 5.21 5.1 5.18 4.82 5.35 5.1 5.27 5.9 5.9 5.95 5.93 5.91
H-2′ 3.36 4.0 3.3 3.40 3.68 3.9 3.03 3.25 3.22 3.16 3.16 3.17
H-3′ 5.44 5.09 5.43 5.24 5.49 5.17 5.12 5.45 5.44 5.47 5.46 5.46
H-4′ 5.03 5.04 5.02 4.99 5.05 5.02 4.96 5.01 4.99 4.99 4.96 4.97
H-5′ 4.5 4.4 4.4 4.0 4.34 4.3 4.2 4.4 4.52 4.4 4.45 4.46
H-6′ 3.3/3.4 3.3-3.4 3.1-3.4 3.4/3.11 3.43/3.32 3.2-3.3 3.38/3.28 3.3 3.2-3.3 3.3 n.d. 3.2-3.3
H-1″ - - - - - - - 5.42 5.43 5.35 5.37 5.37
H-2″ - - - - - - - 5.1 5.08 4.89 4.88 4.9
H-3″ - - - - - - - 5.19 5.2 4.4 n.d. 4.42
H-4″ - - - - - - - 4.26 4.2 4.32 n.d. 4.3
H-5″ - - - - - - - 4.44/4.16 4.38/4.15 4.26 4.1 4.28
H-1‴ - - - - - - - - - 4.87 4.87 4.87
H-2‴ - - - - - - - - - 3.3 n.d. 3.3
H-3‴ - - - - - - - - - 5.04 5.02 5.02
H-4‴ - - - - - - - - - 4.7 4.7 4.69
H-5‴ - - - - - - - - - 4.09 n.d. 4.1
H-6‴ - - - - - - - - - 3.59/3.28 n.d. 3.58/3.27

n.d.: not distinguishable due to the overlap of multiple signals