Table 1.
1H NMR Spectroscopic Data (400 MHz, CDCl3/ CD3OD) for Compounds 1–10.
1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | |
---|---|---|---|---|---|---|---|---|---|---|
Position | δH (J in Hz) | |||||||||
1 | 6.37, d (10.0) | 6.23, d (6.0) | 1.68, m, 1.93, m | 1.51, dd (13.5, 7.5) 2.32, dd (13.5, 9.0) |
3.90, t (6.0) | 6.61, d (9.6) | 6.33, dd (9.6, 3.2) | 1.66, m 1.83, m |
1.34, dd (13.2, 7.2) 2.20, dd (13.6, 9.2) |
3.78, t (6.4) |
2 | 5.83, dd (10.0, 5.6) | 5.90, ddd (6.8, 6.0, 2.0) |
1.75, m, 1.89, m | 3.94, m | 1.63, m, 1.82, m | 6.07, dd (10.0, 5.6) | 5.90, ddd (9.6, 6.8, 2.4) |
1.56, m 1.83, m |
3.81, m | 1.55, m, 1.76, m |
3 | 4.16, d (5.6) | 2.23, dd (18.8, 6.8) 2.79, d (18.8, 2.0) |
4.25, dd (8.8, 3.2) | 1.86, dd (13.5, 5.0) 2.05, dd (13.5, 12.5) |
1.52, ddd (14.4, 8.4, 6.2), 2.24, ddd (14.0, 8.0, 5.6 ) |
4.42, d (5.6) | 2.83, ddd (18.0, 3.6, 2.4), 2.26, dd (18.0, 7.0) |
4.31, dd (11.2, 4.0) | 1.68, dd (13.6, 4.8) 1.96, t (13.2) |
1.38, ddd, (14.4, 6.4, 6.4), 2.13, ddd (14.0, 8.0, 5.6) |
5 | 2.02, d (4.8) | 1.98, d (4.8) | 2.05, d (4.8) | 1.91, d ( 5.0) | 1.81, d (4.4) | 2.29, d (5.2) | 2.08, d (4.6) | 2.01, d (4.8) | 1.81, d (5.2) | 1.75, d (4.8) |
6 | 4.74, d (4.4) | 5.01, d (4.0) | 5.08, dd (4.8, 1.2) | 5.01, dd (5.0, 1.5) | 4.96, dd (4.8, 1.2) | 5.01, t, (5.0) | 5.07, t (4.4) | 4.94, brt (4.4) | 4.89, td, (4,4, 1.2) | 4.89, dt (4.8, 1.2) |
7 | 3.81, d (1.2) | 3.9, s | 4.00, br.s | 3.97, d (1.5) | 3.92, br.s | 6.24, m | 6.25, m | 6.10, m | 6.08, m | 6.05, m |
11 | 6.08, s | 6.23, s | 6.00, s | 6.04, s | 6.56, s | 6.00, d (1.6) | 5.97, d (1.6) | 5.71, br.s | 5.62, d ( 1.6) | 6.09, d (2.0) |
13 | 3.97, d (12.8) 4.57, d (12.8) |
4.13, d (12.4) 4.72, d (12.4) |
4.12, d (12.8) 4.77, d (12.8) |
4.12, d (12.4) 4.74, d (12.4) |
4.07, d (12.4) 4.69, d (12.4) |
4.91, d (13.6), 5.01, dt (14.0, 2.0) |
4.89, d (13.2) 1.8), 4.99, dt (13.2, 2.0) |
4.78, d (13.5) 4.85, brd (13.5) |
4.73, d (14.0) 4.81, dt (13.6, 2.0) |
4.70, d (13.5) 4.77, dt (13.5, 2.0) |
15 | 1.23, s | 1.34, s | 1.30, s | 1.36, s | 1.23, s | 1.49, s | 1.38, s | 1.22, s | 1.21, s | 1.11, s |
16 | 1.26, s | 1.12, s | 1.17, s | 1.25, s | 1.14, s | 1.47, s | 1.14, s | 1.05, s | 1.06, s | 0.98, s |