TABLE 2.
1H and 13C NMR data for 3–5 (600 MHz, CDCl3)
| 3 | 4 | 5 | |||||||
|---|---|---|---|---|---|---|---|---|---|
| Position | δC, mult. | δH (J in Hz) | HMBC | δC, mult. | δH (J in Hz) | HMBC | δC, mult. | δH (J in Hz) | HMBC |
| 1 | 169.8, C | 169.8, C | 170.1, C | ||||||
| 2 | 56.4, CH | 5.11, dd (4.4, 11.5) | 58.8, CH | 4.76, dd (4.0, 10.5) | 58.0, CH | 5.04, dd (4.4, 11.2) | |||
| 3 | 169.7, C | 169.6, C | 169.0, C | ||||||
| 4 | 52.1, CH | 5.62, m | 3, 16 | 51.7, CH | 5.63, m | 3, 15, 16 | 58.1, CH | 5.13, dd (3.5, 10.0) | 3 |
| 5 | 167.9, C | 167.9, C | 168.8, C | ||||||
| 6a | 41.5, CH2 | 4.16, m (4.3) | 5 | 41.3, CH2 | 4.06, m (3.7) | 5 | 44.6, CH2 | 5.20, dd (10.3, 15.6) | 5, 8 |
| 6b | 4.20, m (4.3) | 4.12, m (3.7) | 3.79, dd (2.6, 15.6) | ||||||
| 7-NH | 7.27, t (2.7) | 7.20, m | 7.01, br d (9.7) | ||||||
| 8 | 169.4, C | 169.4, C | 169.2, C | ||||||
| 9 | 52.1, CH | 4.84, m (7.7) | 8, 11 | 52.2, CH | 4.81, m (7.3) | 8, 11 | 54.4, CH | 4.80, br t (9.0) | |
| 10-NH | 9.09, d (8.1) | 9.07, d (8.1) | 8.86, d (8.5) | ||||||
| 11 | 169.2, C | 169.2, C | 168.1, C | ||||||
| 12a | 32.6, CH2 | 3.08, m | 2, 13 | 33.3, CH2 | 2.99, m | 33.9, CH2 | 2.92, dd (5.0, 9.4) | 2, 13 | |
| 12b | 2.88, m | 2.84, m | 3.12, m | ||||||
| 13 | 15.2, CH3 | 2.10, s | 12 | 15.4, CH3 | 2.05, s | 12 | 15.9, CH3 | 2.12, s | 12 |
| 14 | 32.5, CH3 | 2.93, s | 2, 3 | 29.3, CH3 | 2.78, s | 2, 3 | 33.2, CH3 | 3.20, s | 2, 3 |
| 15a | 33.2, CH2 | 2.91, m | 19 | 33.2, CH2 | 2.91, m | 19 | 43.2, CH2 | 4.00, br s | |
| 15b | 2.83, m | 2.83, m | 2.70, br s | ||||||
| 16 | 29.1, CH3 | 2.87, s | 4, 5 | 29.0, CH3 | 2.80 ,s | 4, 5 | 30.7, CH3 | 2.86, s | 5, 4 |
| 17a | 36.2, CH2 | 3.08, m | 8, 20 | 36.2, CH2 | 3.08, m | 8, 20 | 43.6. CH2 | 3.66, dd (9.7, 14.4) | 8, 9 |
| 17b | 3.04, m | 3.03, m | 3.13, m | ||||||
| 18 | 52.7, CH3 | 3.72, s | 1 | 52.7, CH3 | 3.71, s | 1 | 52.9, CH3 | 3.75, s | 1 |
| 19 | 15.6, CH3 | 2.08, s | 15 | 15.8, CH3 | 2.14, s | 15 | |||
| 20 | 15.9, CH3 | 2.23, s | 17 | 15.9, CH3 | 2.22, s | 17 | |||
| 21 | 134.0, C | 134.0, C | 134.0, C | ||||||
| 22 | 153.5, C | 153.5, C | 153.7, C | ||||||
| 22-OH | 11.55, s | 21, 23 | 11.53, s | 21, 23 | 11.31, s | 21, 23 | |||
| 23 | 120.5, CH | 7.64, s | 21, 22, 28, 29 | 120.5, CH | 7.64, s | 21, 22, 28, 29 | 120.9, CH | 7.64, s | 21, 22, 28, 29 |
| 24 | 132.1, C | 132.1, C | 132.4, C | ||||||
| 25 | 126.1, CH | 7.70, m | 27 | 126.1, CH | 7.70, m | 27 | 126.6, CH | 7.70, d (7.9) | 24, 27 |
| 26 | 128.7, CH | 7.52, m | 28 | 128.7, CH | 7.52, m | 28 | 129.1, CH | 7.54, m | 28, 29 |
| 27 | 127.3, CH | 7.54, m | 25 | 127.3, CH | 7.54, m | 25 | 129.1, CH | 7.56, m | 24, 25 |
| 28 | 129.7, CH | 8.01, d (8.3) | 26 | 129.7, CH | 8.01, d (8.3) | 26 | 129.8, CH | 7.97, d (8.2) | 26, 29 |
| 29 | 141.4, C | 141.4, C | 141.7, C | ||||||