Table 1. NMR Spectroscopic Data (500 MHz, CDCl3) of Compounds 1 and 2a.
position | 1 | 2 | ||
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|
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δC, mult. | δH (J in Hz) | δC, mult. | δH (J in Hz) | |
1 | 40.4, CH2 | 1.64, m (H-1α) | 39.0, CH2 | 1.40, m (H-1α) |
2.20, m (H-1β) | 1.93, dt (13.6, 3.4) (H-1β) | |||
2 | 35.1, CH2 | 2.23, m (H-2α) | 24.6, CH2 | 1.66, m |
2.76, td (14.6, 5.6) (H-2β) | ||||
3 | 216.6, qC | 80.9, CH | 4.48, dd (9.0, 6.7) | |
4 | 48.0, qC | 38.1, qC | ||
5 | 46.4, CH | 1.72, m | 44.5, CH | 1.38, m |
6 | 19.2, CH2 | 1.40 (H-6α), 1.75 (H-6β), m | 18.8, CH2 | 1.61, 1.76, m |
7 | 17.8, CH2 | 1.41, 1.70, m | 17.8, CH2 | 1.27, 1.63, m |
8 | 38.8, CH | 2.09, bd (13.6) | 39.0, CH | 2.02, bd |
9 | 148.9, qC | 150.1, qC | ||
10 | 37.6, qC | 37.6, qC | ||
11 | 117.1, CH | 5.39, m | 116.4, CH | 5.32, m |
12 | 35.0, CH2 | 2.51, ddd (17.9, 5.6, 1.5) (H-12α), 1.68, m (H-12β) | 35.1, CH2 | 2.49, ddd (17.8, 5.4, 1.8) (H-12α), 1.66, m (H-12β) |
13 | 36.3, qC | 36.3, qC | ||
14 | 37.3, qC | 37.3, qC | ||
15 | 28.9, CH2 | 1.40, m | 28.9, CH2 | 1.36, m |
16 | 35.8, CH2 | 1.65, m (H-16β), 1.82, dt (13.2, 3.4) (H-16α) | 35.8, CH2 | 1.64, m (H-16β), 1.83, dt (13.2, 3.3) (H-16α) |
17 | 43.0, qC | 43.1, qC | ||
18 | 64.6, CH | 2.18, s | 64.7, CH | 2.17, s |
19 | 215.4, qC | 215.5, qC | ||
20 | 42.4, CH2 | 1.77, dd (18.9, 10.3) (H-20α), 2.38, dd (18.9, 8.2) (H-20β) | 42.4, CH2 | 1.77, dd (18.9, 10.0) (H-20α), 2.38, dd (18.9, 8.0) (H-20β) |
21 | 55.2, CH | 1.45, m | 55.2, CH | 1.44, m |
22 | 30.2, CH | 1.64, m | 30.2, CH | 1.63, m |
23 | 24.3, CH3 | 1.04, s | 27.4, CH3 | 0.84, s |
24 | 21.7, CH3 | 1.12, s | 16.1, CH3 | 0.94, s |
25 | 24.2, CH3 | 1.30, s | 25.2, CH3 | 1.08, s |
26 | 15.6, CH3 | 0.77, s | 15.6, CH3 | 0.73, s |
27 | 17.0, CH3 | 0.97, s | 16.9, CH3 | 0.98, s |
28 | 15.8, CH3 | 0.91, s | 15.8, CH3 | 0.91, s |
29 | 22.2, CH3 | 0.99, d (6.6) | 22.3, CH3 | 0.98, d (6.5) |
30 | 22.8, CH3 | 0.88, d (6.6) | 22.8, CH3 | 0.88, d (6.5) |
CH3COO | 170.9, qC | |||
CH3COO | 21.3, CH3 | 2.05, s |
Assigned by a combination of 1H–1H COSY, NOESY, HSQC, and HMBC experiments.