1H and 13C NMR spectral data of compounds 1–3 in CDCl3.
| 1 | 2 | 3 | ||||
|---|---|---|---|---|---|---|
| δ H a (mult JHH) | δ C b | δ H a (mult JHH) | δ C b | δ H a (mult JHH) | δ C b | |
| 1α | 3.17 (dd, 6.6, 14.9) | 46.4 | 2.81 (dd, 8.9, 14.6) | 44.5 | 3.40 (dd, 8.2, 14.3) | 47.8 |
| 1β | 2.08–2.17 (m) | 2.06–2.13 (m) | 1.78 (m) | |||
| 2 | 2.24 (m) | 38.2 | 2.44 (m) | 36.0 | 2.36 (m) | 37.6 |
| 3 | 5.84 (t, 3.6) | 78.0 | 5.80 (t, 3.7) | 75.9 | 5.77 (t, 3.4) | 79.5 |
| 4 | 3.28 (dd, 3.6, 10.8) | 49.2 | 2.97 (dd, 3.7, 8.1) | 52.0 | 2.92 (dd, 3.4, 7.9) | 52.9 |
| 5 | 6.02 (d, 10.8) | 72.5 | 6.00 (d, 7.5) | 72.4 | 6.37 (d, 7.9) | 64.3 |
| 6 | 138.9 | 148.0 | 142.2 | |||
| 7 | 5.48 (dd, 3.9, 10.1) | 70.8 | 5.11 (dd, 3.2, 9.2) | 74.1 | 5.53 (dd, 3.1, 8.9) | 78.5 |
| 8α | 2.16–2.20 (m) | 28.7 | 1.61 (m) | 36.5 | 2.33 (m) | 28.7 |
| 8β | 1.61 (m) | 2.38 (m) | 2.21 (m) | |||
| 9 | 0.91 (m) | 24.4 | 1.58 (m) | 34.1 | 1.34 (m) | 31.6 |
| 10 | 21.5 | 30.1 | 24.6 | |||
| 11 | 0.98 (m) | 30.4 | 1.28 (m) | 35.1 | 1.50 (dd, 11.0, 8.3) | 27.8 |
| 12 | 5.77 (d, 5.6) | 130.4 | 6.02 (d, 11.2) | 136.1 | 6.51 (d, 11.2) | 142.5 |
| 13 | 136.5 | 131.9 | 135.6 | |||
| 14 | 201.9 | 202.1 | 197.5 | |||
| 15 | 91.0 | 91.4 | 92.0 | |||
| 16 | 0.99 (d, 6.5) | 13.7 | 1.07 (d, 6.7) | 14.2 | 0.94 (d, 6.7) | 14.1 |
| 17a | 5.76 (s) | 121.1 | 5.41 (s) | 111.8 | 5.50 (s) | 119.4 |
| 17b | 5.61 (s) | 5.00 (s) | 5.22 (s) | |||
| 18 | 1.09 (s) | 21.5 | 1.26 (s) | 22.8 | 1.26 (s) | 28.8 |
| 19 | 1.00 (s) | 21.7 | 1.17 (s) | 21.2 | 1.19 (s) | 16.6 |
| 20 | 2.05 (s) | 23.8 | 2.11 (s) | 15.7 | 1.81 (s) | 12.7 |
| 1′ | 165.9 | 166.0 | 166.0 | |||
| 2′ | 130.4 | 130.4 | 130.4 | |||
| 3′, 7′ | 7.96 (2H, d, 7.4) | 130.0 | 8.16 (2H, d, 7.2) | 129.7 | 8.06 (2H, d, 7.2) | 129.7 |
| 4′, 6′ | 7.43 (2H, t, 7.7) | 128.6 | 7.45 (2H, t, 7.8) | 128.3 | 7.45 (2H, t, 7.8) | 128.3 |
| 5′ | 7.56 (1H, t, 7.4) | 133.4 | 7.58 (1H, t, 7.5) | 133.1 | 7.58 (1H, t, 7.5) | 133.1 |
| 1′′ | 169.1 | 169.5 | 169.3 | |||
| 2′′ | 1.48 (3H, s) | 20.6 | 1.45 (3H, s) | 20.5 | 1.29 (3H, s) | 20.9 |
| 1′′′ | 165.9 | 165.6 | 165.6 | |||
| 2′′′ | 130.4 | 130.2 | 130.2 | |||
| 3′′′, 7′′′ | 7.93 (2H, d, 7.5) | 129.7 | 8.07 (2H, d, 7.2) | 129.6 | 7.93 (2H, d, 7.2) | 129.6 |
| 4′′′, 6′′′ | 7.38 (2H, t, 7.8) | 128.6 | 7.44 (2H, t, 7.8) | 128.3 | 7.35 (2H, t, 7.8) | 128.3 |
| 5′′′ | 7.50 (1H, t, 7.4) | 133.2 | 7.55 (1H, t, 7.5) | 133.1 | 7.50 (1H, t, 7.5) | 133.1 |
| 1′′′′ | 169.2 | 170.0 | 169.7 | |||
| 2′′′′ | 2.30 (3H, s) | 21.6 | 2.07 (3H, s) | 21.2 | 2.21 (3H, s) | 21.8 |
a
Recorded at 500 MHz.
b
Recorded at 125 MHz.