1H NMR data of compounds 1–8 (600 MHz).
No. | 1b | 2a | 3b | 4a | 5a | 6b |
---|---|---|---|---|---|---|
1 | 2.05, dd (11.8, 3.5), 1.37, d (11.8) | 1.77, dd (10.0, 2.5), 1.80, dd (10.0, 2.5) | 2.01, dd (11.5, 4.5), 1.87, d (11.5) | 2.79, dd (11.0, 5.0), 1.42, d (11.0) | 1.67, dd (11.8, 4.5), 1.60, d (11.8) | 1.59, ddd (12.0, 5.0, 2.8), 2.11, d (12.0) |
2 | 2.59, d (3.5) | 1.61, t (2.5) | 2.11, d (4.5) | 2.61, d (5.0) | 2.51, d (4.5) | 1.85, d (5.0) |
4 | 6.73, t-like (2.5) | 1.86, overlapped, 1.48, ddd (16.8, 7.6, 5.2) | 6.04, br. s | 6.80, dd (4.0, 3.0) | 6.88, d (4.0) | 3.31, dd (11.2, 6.3) |
5 | 2.55, dd (22.0, 2.5), 2.24, dd (22.0, 2.5) | 1.84, overlapped, 1.32, ddd (16.8, 13.3, 8.0) | 2.49, dd (21.0, 4.0), 2.16, dd (21.0, 3.0) | 3.95, d (4.0) | 1.82, dd (14.0, 6.3), 1.46, dd (14.0, 11.2) | |
8 | 1.50, m, 1.23, m | 5.65, d (5.8) | 1.46, m, 1.17, overlapped | 2.22, ddd (14.0, 9.5, 8.0), 1.64, ddd (14.0, 6.0, 4.0) | 3.74, overlapped | 2.61, d (19.7), 1.89, d (19.7) |
9 | 1.76, m, 1.61, m | 5.60, dd (5.8, 2.1) | 1.53, m, 1.43, m | 1.60, m, 1.54, m | 1.74, m | |
10 | 3.67, t-like (5.0) | 4.11, d (2.1) | 1.59, overlapped, 1.36, m | 1.69, ddd (14.0, 7.0, 4.0), 1.25, m | 1.27, m, 1.14, overlapped | 3.00, d (19.8), 2.13, d (19.8) |
12 | 1.06. s | 1.11, s | 1.17, s | 1.21, s | 1.12, s | 1.22, s |
13 | 0.94, s | 0.97, s | 0.98, s | 1.05, s | 1.01, s | |
14 | 0.99, s | 0.94, s | 1.07, s | 1.13, s | 0.93, s | 0.90, s |
15 | 9.45, s | 3.43, d (10.0), 3.27, d (10.0) | 4.35, br. dd (17.0, 6.0), 4.25, br. dd (17.0, 6.0) | 1.38, s | ||
MeO- | 3.74, s |
Measured in CD3OD.
Measured in CDCl3.