Table 2.
1H NMR Data of Compounds 3–10 (acetone-d6)
| position | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 |
|---|---|---|---|---|---|---|---|---|
| H-2 | 6.72 (s) | 6.73 (s) | 6.80 (s) | 6.75 (s) | 6.70 (s) | 6.76 (s) | 6.71 (s) | 6.73, s |
| H-3 | - | - | - | - | - | - | - | - |
| H-4 | 6.96 (s) | 7.01 (s) | 7.28 (s) | 7.36 (s) | 6.91 (s overlap) | 7.03 (s) | 6.99 (s) | 7.38, s |
| H-5 | 7.16 (d, 7.5) | 7.07 (d, 7.5) | 7.50 (d, 7.6) | 7.41 (dd, 7.6, 1.0) | 7.15 (d, 7.4) | 7.04 (d, 7.6) | 7.06 (d, 7.4) | 7.41, (dd, 7.8, 0.9) |
| H-6 | 7.58 (d, 7.7) | 7.56 (dd, 8.1, 7.2) | 7.62 (brt, 8.1, 7.8) | 7.63 (t, 8.0) | 7.57 (t, 7.9) | 7.55 (t, 8.1, 7.8) | 7.53 (t, 7.9) | 7.62, (t, 7.8, 8.1) |
| H-7 | 6.89 (d, 8.3) | 6.85 (d, 8.1) | 6.90 (d, 8.3) | 6.95 (dd, 8.3, 0.8) | 6.91 (d overlap, 7.9) | 6.84 (d, 8.4) | 6.83 (d, 7.6) | 6.93, (dd, 8.4, 0.9) |
| H-10 | 4.71 (brs) | 4.69 (s) | - | - | 4.68 (brs) | 4.68 (brs) | 4.70 (d, 2.1) | - |
| CH3-11 | 2.41 (s) | 2.38 (s) | 2.43 (s) | 2.43 (s) | 2.39 (s) | 2.43 (s) | 2.38 (s) | 2.41, s |
| H-1′ | 5.62 (dd, 5.5, 1.6) | 5.63(d, 4.8) | 5.57 (brs) | 5.56 (d, 1.8) | 4.81 (brd, 6.8) | 4.81 (brd, 4.2) | 4.81 (m) | 5.55 (d, 1.5) |
| H-2′ | 3.87 (m) | 3.84-3.92 (m) | 3.84 (m) | 3.84 (m) | 4.88 (m) | 4.89 (m) | 3.81 (m) | 3.63 (overlap) |
| H-3′ | 4.98 (dd, | 4.96 (dd, | 4.96 (dd, | 4.97 (dd, | 3.96 (m) | 3.97 (m) | 5.07 (dd, | 3.69 |
| 8.8, 3.6) | 9.6, 3.3) | 9.1, 3.2) | 9.1, 3.3) | 9.7, 3.1) | (overlap) | |||
| H-4′ | 3.87 (m) | 3.84–3.92 (m) | 3.95 (brt, 9.3, 9.2) | 3.93 (m) | 3.65 (brt, 9.7, 9.5) | 3.70 (brt, 9.6) | 3.89 (m) | 3.63 (overlap) |
| H-5′ | 4.01 (dd,) | 3.99 (dd, 9.9, 2.1) | 3.72 (d, 9.7) | 3.74 (d, 9.6) | 4.05 (dd, 9.9, 2.3) | 4.05 (dd, 9.8, 2.1) | 4.15 (dd, 9.9, 2.3) | 3.57 (overlap) |
| H-2″ | 5.67 (dd, 2.8, 1.4) | 5.66 (dd, 2.4, 1.3) | 5.62 (s) | 5.62 (m) | 5.32 (brs) | 5.33 (brs) | 5.66 (m) | - |
| CH3-4″ | 2.14 (s) | 2.12 (s) | 2.12 (s) | 2.11 (d, 1.1) | 1.90 (s) | 1.89 (s) | 2.13 (d, 1.2) | - |
| CH3-5″ | 1.89 (s) | 1.88 (s) | 1.89 (s) | 1.88 (d 1.2) | 1.84 (s) | 1.85 (s) | 1.88 (d, 1.2) | - |
| CH3-2′″ | 1.83 (s) | 1.80 (s) | 1.79 (s) | 1.81 (s) | - | - | - | 1.75, s |
| OH-1 | 11.95 (s) | 12.00 (s) | 11.93 (s | 11.85 (s) | 11.85 (s) | 11.86 (s) | 11.95 (s) | 11.84, s |
| overlap) | ||||||||
| OH-8 | 12.06 (s) | 11.91 (s) | 11.92 (s | 12.04 (s) | 11.95 (s) | 11.95 (s) | 11.85 (s) | 12.03, s |
| overlap) | ||||||||
| OH-10 | - | - | 6.41 (s) | 6.40 (brs) | - | - | - | 6.54, s |
| OH-1′ | - | - | - | - | 5.74 (d, 4.4) | 5.70 (d, 4.5) | 5.44 (d, 4.3) | - |
| OH-2′ | 4.47 (d, 4.0) | 4.42 (d, 4.5) | 4.46 (brs) | 4.40 (d, 4.5) | - | - | 3.85 (d, 4.4) | 4.08 (d, 3.6) |
| OH-3′ | - | - | - | - | 4.14 (brs) | 4.12 (brs) | - | 4.05 (d, 6.6) |
| OH-4′ | 4.83 (d, 6.0) | 4.81 (d, 5.7) | 5.73 (brs) | 5.63 (brs) | 4.40 (brs) | 4.44 (brs) | 4.54 (d, 6.1) | 5.65 (d, 2.1) |