Table 6. 1H (400 MHz) and 13C (100 MHz) NMR Data for Compounds 14–17 (DMSO-d6).
|
14 |
15 |
16 |
17 |
|||||
|---|---|---|---|---|---|---|---|---|
| no. | δC, mult. | δH, mult. (J in Hz) | δC, mult. | δH, mult. (J in Hz) | δC, mult. | δH, mult. (J in Hz) | δC, mult. | δH, mult. (J in Hz) |
| 2 | 85.3 C | 84.9 C | 84.1 C | 84.6 C | ||||
| 3 | 101.0 C | 39.3 CH2 | 3.60 d (17.2) | 39.3 CH2 | 3.58 d (17.2) | 40.4 CH2 | 3.53 d (17.3) | |
| 3.11 d (17.2) | 3.08 d (17.2) | 3.03 d (17.3) | ||||||
| 4 | 187.4 C | 196.1 C | 196.2 C | 196.0 C | ||||
| 4a | 106.5 C | 107.5 C | 107.3 C | 107.6 C | ||||
| 5 | 158.9 C | 158.7 C | 158.6 C | 160.8 C | ||||
| 6 | 118.1 C | 117.5 C | 117.4 C | 109.9 CH | 6.58 d (8.6) | |||
| 7 | 140.3 CH | 7.39 d (8.5) | 141.0 CH | 7.49 d (8.5) | 141.1 CH | 7.47 d (8.6) | 141.1 CH | 7.47 d (8.6) |
| 8 | 107.9 CH | 6.55 d (8.5) | 107.7 CH | 6.67 d (8.5) | 107.6 CH | 6.65 d (8.6) | 115.4 C | |
| 8a | 157.8 C | 159.1 C | 158.8 C | 156.2 C | ||||
| 9 | 70.4 CH | 3.95 br s | 87.0 CH | 4.60 d (4.0) | 86.1 CH | 4.55 d (5.1) | 85.8 CH | 4.42 d (4.0) |
| 10 | 28.8 CH | 1.91 m | 29.8 CH | 2.89 m | 29.8 CH | 2.89 m | 29.6 CH | 2.42 m |
| 11 | 33.0 CH2 | 2.35 m | 36.1 CH2 | 2.87 dd (21.6, 9.1) | 36.2 CH2 | 2.89 dd (17.6, 9.3) | 35.5 CH2 | 2.13 dd (18.0, 8.9) |
| 2.28 dd (21.6, 9.1) | 2.31 dd (17.6, 6.0) | 2.05 dd (18.0, 5.4) | ||||||
| 12 | 180.5 C | 176.1 C | 175.8 C | 175.9 C | ||||
| 13 | 17.8 CH3 | 1.00 d (6.6) | 20.3 CH3 | 1.17 d (6.5) | 19.7 CH3 | 1.09 d (6.8) | 20.2 CH3 | 0.97 d (7.0) |
| 14 | 171.8 C | 169.3 C | 169.2 C | 169.1 C | ||||
| 15 | 53.9 CH3 | 3.64 s | 53.9 CH3 | 3.70 s | 54.1 CH3 | 3.71 s | 54.1 CH3 | 3.68 s |
| 5-OH | 11.67 s | 11.82 s | 11.79 s | 11.53 s | ||||
| 9-OH | 5.80 br s | |||||||
| 12-OH | 13.8 br s | |||||||
| 2′ | 84.8 C | 84.9 C | 84.9 C | 85.0 C | ||||
| 3′ | 39.4 CH2 | 3.58 d (17.2) | 39.3 CH2 | 3.60 d (17.2) | 39.3 CH2 | 3.59 d (17.2) | 39.3 CH2 | 3.60 d (17.2) |
| 3.09 d (17.2) | 3.11 d (17.2) | 3.09 d (17.2) | 3.12 d (17.2) | |||||
| 4′ | 196.1 C | 196.1 C | 196.1 C | 196.2 C | ||||
| 4a′ | 107.4 C | 107.5 C | 107.5 C | 107.5 C | ||||
| 5′ | 158.6 C | 158.7 C | 158.6 C | 158.6 C | ||||
| 6′ | 117.7 C | 117.5 C | 117.5 C | 117.3 C | ||||
| 7′ | 141.2 CH | 7.48 d (8.6) | 141.0 CH | 7.49 d (8.5) | 141.0 CH | 7.47 d (8.6) | 140.9 CH | 7.57 d (8.6) |
| 8′ | 107.6 CH | 6.64 d (8.6) | 107.7 CH | 6.67 d (8.5) | 107.7 CH | 6.67 d (8.6) | 107.7 CH | 6.67 d (8.6) |
| 8a′ | 159.1 C | 159.1 C | 159.1 C | 159.1 C | ||||
| 9′ | 87.0 CH | 4.58 d (4.0) | 87.0 CH | 4.60 d (4.0) | 87.0 CH | 4.58 d (4.0) | 86.9 CH | 4.59 d (4.2) |
| 10′ | 29.8 CH | 2.86 m | 29.8 CH | 2.89 m | 29.8 CH | 2.89 m | 29.8 CH | 2.86 m |
| 11′ | 36.1 CH2 | 2.84 m | 36.1 CH2 | 2.87 dd (21.6, 9.1) | 36.1 CH2 | 2.87 dd (21.8, 8.9) | 36.1 CH2 | 2.86 dd (21.0, 9.3) |
| 2.27 m | 2.28 dd (21.6, 9.1) | 2.26 dd (21.7, 8.8) | 2.28 dd (21.5, 9.2) | |||||
| 12′ | 176.1 C | 176.1 C | 176.1 C | 176.0 C | ||||
| 13′ | 20.3 CH3 | 1.15 d (6.4) | 20.3 CH3 | 1.17 d (6.5) | 20.3 CH3 | 1.15 d (6.6) | 20.2 CH3 | 1.15 d (6.3) |
| 14′ | 169.3 C | 169.3 C | 169.3 C | 169.2 C | ||||
| 15′ | 53.9 CH3 | 3.68 s | 53.9 CH3 | 3.70 s | 53.9 CH3 | 3.68 s | 53.9 CH3 | 3.69 s |
| 5′-OH | 11.81 s | 11.82 s | 11.81 s | 11.80 s | ||||