Table 2.
1H and 13C NMR data of 3–6 (δ in ppm).
| Pos. | 3 | 4 | 5 | 6 | ||||||
|---|---|---|---|---|---|---|---|---|---|---|
| a δH (J in Hz) | b δH (J in Hz) | d δ C | e δ C | c δH (J in Hz) | f δ C | a δH (J in Hz) | d δ C | a δH (J in Hz) | d δ C | |
| 1 | 175.5, C | 175.8, C | 175.5, C | 169.7, C | 173.2, C | |||||
| 2 |
α 2.85, dd (17.7, 6.4) β 2.25, dd (17.7, 3.2) |
α 2.78, dd (18.0, 6.7) β 2.47, dd (18.0, 3.7) |
37.0, CH2 | 37.8, CH2 |
α 2.85, dd (17.7, 6.4) β 2.25, dd (17.7, 3.2) |
37.0, CH2 | 6.37, d (5.4) | 118.4, CH | 6.21, d (5.6) | 121.1, CH |
| 3 | 4.09, m | 4.22, m | 70.1, CH | 71.7, CH | 4.09, m | 70.1, CH | 7.80, d (5.4) | 145.1, CH | 7.71, d (5.6) | 156.6, CH |
| 4 | 4.18, m | 4.31, ddd (8.3, 5.3, 3.0) | 87.5, CH | 88.2, CH | 4.18, ddd (8.1, 5.5, 2.5) | 87.5, CH | 149.4, C | 5.04, d (1.5) | 86.2, CH | |
| 5 |
α 1.56, m β 1.48, m |
1.57, m | 32.1, CH2 | 33.2, CH2 |
α 1.57, m β 1.48, m (overlap) |
32.0, CH2 | 5.53, t (7.9) | 117.1, CH | 3.66, m | 69.4, CH |
| 6 | 1.26, m (overlap) | 1.34, m (overlap) | 25.2, CH2 | 25.7, CH2 | 1.25, m (overlap) | 24.7, CH2 | 2.30, m | 25.8, CH2 | 1.44, m (overlap) | 40.0, CH2 |
| 7 | 1.33, m (overlap) | 1.41, m (overlap) | 29.0, CH2 | 29.5, CH2 | 1.33, m (overlap) | 28.6, CH2 | 1.44, m | 28.3, CH2 | 1.34, m (overlap) | 32.8, CH2 |
| 8 | 1.31, m (overlap) | 1.28, m (overlap) | 28.8, CH2 | 29.3, CH2 | 1.31, m (overlap) | 28.5, CH2 | 1.23, m (overlap) | 28.7, CH2 | 1.29, m (overlap) | 29.1, CH2 |
| 9 | 1.24, m (overlap) | 1.26, m (overlap) | 24.8, CH2 | 25.3, CH2 | 1.24, m (overlap) | 24.6, CH2 | 1.27, m (overlap) | 25.0, CH2 | 1.25, m (overlap) | 25.3, CH2 |
| 10 | 1.36, m (overlap) | 1.45, m (overlap) | 39.0, CH2 | 39.3, CH2 | 1.45, m (overlap) | 35.2, CH2 | 1.32, m (overlap) | 38.9, CH2 | 1.39, m (overlap) | 39.0, CH2 |
| 11 | 3.55, m | 3.75, m | 65.7, CH | 68.3, CH | 4.78, m | 70.1, CH | 3.55, m (overlap) | 65.6, CH | 3.55, m | 65.7, CH |
| 12 | 1.02, d (6.1) | 1.15, d (6.2) | 23.6, CH3 | 23.7, CH3 | 1.15, d (6.3) | 19.7, CH3 | 1.02, d (6.1) | 23.6, CH3 | 1.02, d (6.2) | 23.6, CH3 |
| 13 | 169.9, C | |||||||||
| 14 | 1.97, s | 21.0, CH3 | ||||||||
| 3-OH | 5.49, s | 5.50, d (4.0) | ||||||||
| 5-OH | 4.95, d (6.3) | |||||||||
| 11-OH | 4.27, d (4.2) | 3.41, brs | 4.29, d (4.7) | |||||||
a Measured at 500 MHz in DMSO-d6. b Measured at 500 MHz in CDCl3. c Measured at 600 MHz in DMSO-d6. d Measured at 125 MHz in DMSO-d6. e Measured at 125 MHz in CDCl3. f Measured at 150 MHz in DMSO-d6.