Table 1.
1H NMR Spectroscopic Data of 1–6
| position | δH (J in Hz) | |||||
|---|---|---|---|---|---|---|
| 1 a | 2 a | 3 b | 4 a | 5 b | 6 b | |
| 1 | 4.06, s | 4.05, s | 4.22, s | 4.08, s | 3.92, d (7.8) | 3.86, d (7.9) |
| 2 | 4.59, br d (7.8) | 4.58, m | ||||
| 3 | 6.15, m | 6.15, br s | 6.09, br s | 6.16, m | 5.75, br s | 5.74, br s |
| 5 | 3.03, br d (12.7) | 3.07, br d (12.5) | 3.09, br d (11.5) | 2.99, br d (12.1) | 2.75, br d (13.2) | 2.62*, br d (~14.5) |
| 6 | 2.29, ddd (14.5, 3.4, 2.5) | 2.27, br d (14.6) | ~2.15*, m | 2.30, ddd (13.5, 2.7, 2.5) | 1.98, br d (13.2) | 2.00, br d (~14.5) |
| 2.01*, ddd (14.5, 12.7, 2.1) | 1.99, br t (14.6) | ~2.0*, m | 2.03, td (13.5, 1.9) | 1.90, br t (13.2) | 1.91, br t (~14.5) | |
| 7 | 4.70, dd (3.4, 2.1) | 4.76, br s | 4.82, br s | 4.65, m | 4.78, m | ~4.7, m |
| 9 | 2.72, br s | 2.64, s | 3.39, s | 2.75, s | 3.11, s | 3.16, s |
| 12 | 3.58, br d (3.7) | 3.60, br s | 4.03, br s | 3.58, br d (3.3) | 4.07, m | 4.06, br d (3.1) |
| 13 | ~2.4*, m | 2.41, m | ~2.6*, m | ~2.4*, m | 2.67, m | 2.63*, m |
| 14 | ~2.4*, m | 2.48, dd (11.0, 6.4) | ~2.6*, m | ~2.35*, m | 2.78, dd (11.6, 6.2) | 2.51, dd (12.0, 6.0) |
| 15 | 5.48, br d (10.8) | 5.17, d (11.0) | 6.47, d (11.8) | 5.59, d (11.3) | 6.08, d (11.6) | 6.44, d (12.0) |
| 18 | 2.01*, s | 2.02, br s | 1.70, s | 2.03, br s | 1.71, s | 1.54, s |
| 19 | 1.21*, s | 1.21, s | 1.56, s | 1.21, s | 1.55, s | 1.69, s |
| 20 | 3.97, d (9.0) | 3.96, d (8.9) | 4.16, d (8.7) | 3.97, d (9.0) | 4.18, d (8.6) | 4.20, d (8.7) |
| 3.71, d (9.0) | 3.71, d (8.9) | 3.84, d (8.7) | 3.69, d | 3.75, d (8.6) | 3.88, d (8.7) | |
| 21 | 1.21*, br d (5.0) | 1.28, d (7.0) | 1.4, d (6.6) | 1.20, d | 1.6, d (7.3) | 1.33, d (7.0) |
| 2′ | 2.44, m | 2.55, sext (~7) | ||||
| 3′ | 1.89, dq (14.6, 7.6) | 1.94, dq (14.3, 7.3) | ~2.15*, m | 1.79, ddq | 2.23, dq (14.2, 7.5) | 1.88, ddq (~14, 14, 7) |
| 2.10*, dq (14.6, 7.6) | 1.87, dq (14.3, 7.3) | ~2.05*, m | 1.51, ddq | 2.03, dq (14.2, 7.5) | 1.57, ddq (~14, 14, 7) | |
| 4′ | 0.98, t (7.6) | 0.98, t (7.3) | 1.23, t (7.4) | 0.97, t | 1.05, t (7.5) | 1.01, t (7.4) |
| 5′ | 1.57, s | 1.62, S | 1.71, s | 1.12, d | 1.75, s | 1.22, d (7.1) |
| 2″ | 2.09*, s | 2.08, s | 2.07, s | |||
s = singlet, d = doublet, t = triplet, q = quartet; sext = sextet;
a
Measured in CDCl3;
b
Measured in pyridine-d5
*
Overlapping signals