Table 1.
berkeleyone A, 4 | berkeleyone B, 5 | berkeleyone C, 7 | ||||
---|---|---|---|---|---|---|
no. | δC multd | δH (J in Hz)c | δC, mult.d | δH (J in Hz)c | δC, mult.d | δH (J in Hz)c |
1 | 78.2, CH | 3.07, dd (11.3, 4.2) | b178.2, C | 177.4, C | ||
2 | 26.8, CH2 | 1.50, m | 29.7, CH2 | α 1.80, m β 1.90, m |
29.1, CH2 | α 2.00, m β 1.80, m |
3 | 38.4, CH2 | α 1.57, m β 0.61, m |
33.7, CH2 | α 2.25, m β 1.40, m |
33.3, CH2 | 1.6, m |
4 | 37.7, C | 43.0, C | 40.8, C | |||
5 | 52.7, CH | 0.49, m | 43.8, CH | 0.85, dd (12.5, 2.0) | 41.0, CH | 1.00, dd (13.5, 3.4) |
6 | 39.0, CH2 | α 1.60, m β 1.90, dd (13.2, 3.0) |
41.4, CH2 | α 1.70, t (13.2) β 2.00, m |
41.2, CH2 | α 1.70, m β 2.00, m |
7 | 51.0, C | 51.2, C | 51.2, C | |||
8 | 207.9, C | 207.4, C | 207.5, C | |||
9 | 79.9, C | 80.0, C | 80.3, C | |||
10 | 204.1, C | 204.0, C | 204.0, C | |||
11 | 72.5, C | 71.8, C | 71.8, C | |||
12 | 47.9, C | 45.9, C | 46.2, C | |||
13 | 32.9, CH2 | α 2.18, dt (13.7, 3.5) β 2.00, td (13.7, 3.7) |
31.2, CH2 | α 2.62, bd (17.6, 2.1) β 2.44, dd (17.6, 7.1) |
31.1, CH2 | α 2.71, bd (18.2) β 2.45, dd (18.2, 6.7) |
14 | 18.2, CH2 | α 1.40, m β 1.60, m |
123.9, CH | 5.70, dd (7.1, 2.1) | 125.5, CH | 5.59, dd (6.7, 2.3) |
15 | 54.7, CH | 0.49, m | 144.5, C | 142.4, C | ||
16 | 38.7, C | 75.9, C | 145.4, C | |||
17 | 27.8, CH3 | 0.92, s | 35.5, CH3 | 1.40, s | 26.4, CH3 | 1.81, s |
18 | 15.5, CH3 | 0.71, s | 33.8, CH3 | 1.36, s | 114.9, CH2 | 4.86, bs 4.60, bs |
19 | 17.2, CH3 | 1.19, s | 15.5, CH3 | 1.18, s | 16.3, CH3 | 1.22, s |
20 | 168.6, C | 168.6, C | 168.5, C | |||
21 | 15.2, CH3 | 1.36, s | 15.0, CH3 | 1.31, s | 15.0, CH3 | 1.33, s |
22 | 145.6, C | 145.4, C | 145.7, C | |||
23 | 112.4, CH2 | 5.34, bs 4.83, bs |
112.4, CH2 | 5.39, bs 4.87, bs |
112.4, CH2 | 5.39, bs 4.88, bs |
24 | 22.1, CH3 | 1.44, s | 22.4, CH3 | 1.49, s | 22.5, CH3 | 1.48, s |
25 | 15.8, CH3 | 0.76, s | 21.4, CH3 | 1.18, s | 22.4, CH3 | 0.93, s |
OCH3 | 52.5, CH3 | 3.70, s | 52.6, CH3 | 3.71, s | 52.6, CH3 | 3.72, s |
All assignments are based on COSY, NOE, HSQC and HMBC experiments.
Required longer D1.
300 MHz for 1H NMR, HMBC
75 MHz for 13C NMR.