Table 1.
Ianthelliformisamine D (4) | Ianthelliformisamine E (5)b | ||||
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position | δC, type | δH, mult. (J in Hz) | δC, type | δH, mult. (J in Hz) | |
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1 | 134.5, C | 134.3, C | |||
2 | 131.6, CH | 7.89, s | 131.6, CH | 7.89, s | |
3 | 118.0, C | 118.0, C | |||
4 | 153.9, C | 153.9, C | |||
4-OCH3 | 60.6, CH3 | 3.81, s | 60.6, CH3 | 3.82, s | |
5 | 118.0, C | 118.0, C | |||
6 | 131.6, CH | 7.89, s | 131.6, CH | 7.89, s | |
7 | 135.2, CH | 7.33, d (15.8) | 135.5, CH | 7.36, d (15.8) | |
8 | 124.5, CH | 6.66, d (15.8) | 124.1, CH | 6.65, d (15.8) | |
9 | 164.4, C | 164.9, C | |||
9-NH | 8.04, t (5.7) | 8.23, t (5.7) | |||
10 | 36.5, CH2 | 3.14 dt (5.7, 6.5) | 35.9, CH2 | 3.25 dt (5.7, 6.5) | |
11 | 27.0, CH2 | 1.63, m | 26.1, CH2 | 1.77, m | |
12 | 39.7, CH2 | 3.20, t (7.2) | 44.8, CH2 | 2.92, m | |
12-NH | 8.35, brs | ||||
13 | 46.4, CH2 | 3.33, m | 46.3, CH2 | 2.92, m | |
14 | 17.5, CH2 | 1.91, m | 21.1, CH2 | 1.79, m | |
15 | 30.5, CH2 | 2.21, t (8.0) | 30.4, CH2 | 2.36, t (7.3) | |
16 | 173.9, C | 173.6, C | |||
16-OH | c |
aSpectra recorded at 25 °C (800 MHz for 1H NMR and 200 MHz for 13C NMR); bisolated as a TFA salt; cnot observed.