Table 2. 1H (400 and 500 MHz) NMR Spectroscopic Data for Compounds 1–6 in CDCl3.
no | 1 | 2a | 3 | 4 | 5 | 6 |
---|---|---|---|---|---|---|
1 | 2.88, td (13.6, 0.8) | 2.97, d (19.5) | 2.52, d (12.4) | 2.34, dd (10.8) | 3.12, t (11.2) | 1.91, dd (16.0, 4.8) |
1.96, m | 2.76, d (19.5) | 1.84, d (12.4) | 1.99, dd (10.8) | 1.88, dd (11.2, 7.2) | 1.66, dd (16.0, 2.8) | |
2 | 5.84, m | 6.52, dd (10.8, 7.2) | 2.29, m | |||
3 | 2.74, m | 2.71, dd (9.6, 6.8) | ||||
4 | 2.51, m | 2.39, m | 1.89, m | 1.86, m | 2.61, dd (10.8, 1.2) | 2.01, dt (13.2, 4.0) |
2.51, m | 2.39, m | 1.37, m | 1.49, m | 2.20, dd (13.2, 8.0) | 1.74, ddd (13.6, 10.8, 5.6) | |
5 | 2.18, m | 1.62, m | 2.05, m | 1.77, m | 1.85, m | 2.80, ddd (16.4, 13.2, 5.2) |
1.99, m | 1.62, m | 1.62, m | 1.53, m | 1.52, m | 2.29, m | |
6 | 4.58, ddd (9.2, 6.0, 2.0) | 3.57, dd (11.0, 4.0) | 3.50, dd (5.2, 2.4) | 3.52, m | 3.58, dd (12.4, 5.6) | |
7 | 2.22, m | 2.56, m | ||||
8 | 1.85, m | 1.57, m | 1.73, m | 1.69, m | 1.69, m | 2.29, m |
1.34, m | 1.57, m | 1.62, m | 1.48, m | 1.56, m | 1.45, ddd (14.8, 12.4, 7.6) | |
9 | 1.34, m | 1.57, m | 2.09, m | 1.53, m | 1.49, m | 1.93–1.91, m |
1.19, m | 1.45 | 1.21, m | 1.40, m | 1.30, m | ||
10 | 3.10, dl (8.4) | 4.07, d (12.0) | 3.48, dd (6.8, 4.0) | 3.68, m | 2.90, dd (11.2, 1.6) | 3.52, dd (6.4, 2,4) |
11 | ||||||
12 | 0.96, d (7.2) | 0.96, d (6.8) | 9.37, d (0.8) | 3.66, d (14.0) | ||
3.26, dd (14.0, 1.6) | ||||||
13 | 0.81, d (6.4) | 0.84, d (7.0) | 1.09, s | 0.99, s | 0.98, s | 1.09, s |
14 | 1.08, s | 1.09, s | 1.24, s | 0.91, s | 0.84, s | 1.23, s |
15 | 0.82, s | 1.07, s | 0.85, s | 1.03, s | 1.00, s | 1.05, s |
1H NMR (500 MHz).