Table 1.
1H and 13C NMR Data for 1–3 (700, 175 MHz, TMS, δ in ppm, J in Hz).
| 1a | 2a | 3b | ||||
|---|---|---|---|---|---|---|
| No. | δC | δH (J, Hz) | δC | δH (J, Hz) | δC | δH (J, Hz) |
| 1 | 10.36 br s | 10.30 br s | 12.04 br s | |||
| 2 | 145.1 | 145.1 | 144.3 | |||
| 3 | 104.4 | 104.7 | 103.9 | |||
| 3a | 127.3 | 127.3 | 125.4 | |||
| 4 | 119.7 | 7.26 d (7.8) | 119.9 | 7.27 d (8.0) | 119.2 | 7.16 d (7.9) |
| 5 | 120.7 | 7.06 overlap | 120.5 | 7.02 dt (7.5, 1.0) | 119.2 | 6.86 dt (7.5, 0.8) |
| 6 | 122.1 | 7.10 overlap | 122.1 | 7.10 dt (7.5, 1.0) | 120.6 | 7.04 dt (7.5, 0.8) |
| 7 | 112.4 | 7.40 d (8.1) | 112.4 | 7.40 d (8.1) | 111.5 | 7.40 d (8.1) |
| 7a | 136.2 | 136.2 | 135.0 | |||
| 8 | 111.4 | 7.11 s | 111.7 | 7.09 s | 111.3 | 7.05 s |
| 9 | 126.1 | 126.8 | 124.4 | |||
| 10 | 161.5 | 162.2 | 161.8 | |||
| 11 | 6.53 s | 6.91 s | 7.93 s | |||
| 12 | 61.2 | 61.1 | 59.6 | |||
| 13 | 168.7 | 168.0 | 167.4 | |||
| 14 | 8.04 s | 8.16 s | 9.01 s | |||
| 15 | 40.0 | 40.1 | 39.0 | |||
| 16 | 145.9 | 6.16 dd (17.4, 10.6) | 146.0 | 6.16 dd (17.4, 10.6) | 145.2 | 6.07 dd (17.6, 10.5) |
| 17 | 112.4 | 5.11 dd (17.4, 0.8) | 112.4 | 5.12 dd (17.4, 1.2) | 111.7 | 5.02 dd (17.6, 1.1) |
| 5.08 dd (10.6, 0.8) | 5.09 dd (10.6, 1.2) | 5.05 dd (10.5, 1.1) | ||||
| 18 | 27.9 | 1.56 s | 28.0 | 1.56 s | 27.5 | 1.48 s |
| 19 | 27.9 | 1.59 s | 27.9 | 1.58 s | 27.7 | 1.46 s |
| 20 | 118.4 | 118.4 | 117.3 | |||
| 21 | 155.5 | 155.5 | 153.3 | |||
| 22 | 128.8 | 128.7 | 127.2 | |||
| 23 | 126.5 | 7.06 s | 126.4 | 7.07 s | 125.4 | 7.00 s |
| 24 | 147.8 | 147.7 | 146.9 | |||
| 25 | 129.2 | 129.6 | 128.5 | |||
| 26 | 22.9 | 3.14 m | 21.6 | 3.13 m | 20.9 | a 2.96 m |
| b 3.02 m | ||||||
| 27 | 38.9 | a1.91 m | 38.7 | 1.77 m | 35.3 | a 1.48 overlap |
| b1.84 m | b 1.74 overlap | |||||
| 28 | 34.5 | 2.59 m | 32.2 | 2.71 m | 40.0 | 2.44 m |
| 29 | 131.1 | 5.95 dt (10.1, 2.9) | 130.8 | 5.83 br d (10.1) | 125.3 | 5.84 m |
| 30 | 129.6 | 5.54 dt (10.1, 2.6) | 129.7 | 5.77 dd (10.1, 4.7) | 133.0 | 5.69 d (10.3) |
| 31 | 36.7 | 2.96 overlap | 41.8 | 2.57 m | 29.0 | 2.60 m |
| 32 | 38.5 | 2.30 dd (13.8, 8.2) | 31.0 | 2.05 overlap | 34.3 | 1.80 dd (13.9, 9.8) |
| 2.18 dd (13.8, 1.8) | 1.97 dd (14.4, 6.3) | 1.71 overlap | ||||
| 33 | 16.1 | 1.07 d (7.2) | 17.8 | 1.15 d (7.0) | 25.8 | 1.03 d (7.0) |
| 34 | 197.4 | 10.36 s | 197.4 | 10.37 s | 197.1 | 10.22 s |
| 35 | 27.6 | 3.22 d (7.3) | 27.7 | 3.26 d (7.4) | 26.7 | 3.19 d (7.4) |
| 36 | 122.6 | 5.26 br t (7.3) | 122.7 | 5.26 br t (7.4) | 121.7 | 5.24 br t (7.4) |
| 37 | 133.4 | 133.6 | 132.5 | |||
| 38 | 25.8 | 1.70 s | 25.9 | 1.72 s | 25.6 | 1.70 s |
| 39 | 17.7 | 1.67 s | 17.8 | 1.69 s | 17.6 | 1.66 s |
| OH-21 | 11.98 s | 11.95 s | 11.74 s | |||
| OH-24 | 8.21 s | 8.10 s | 9.09 s | |||
a
1 and 2 in Acetone-d6.
b
3 in DMSO-d6.