Table 1 1H NMR (400 Hz) data of compounds 1–4 in CDCl3 (δ in ppm, J in Hz).
Position | 1 | 2 | 3 | 4 |
|---|---|---|---|---|
1 | — | — | — | 1.66, m |
2 | α 1.82, m; β 1.59, m | β 1.96, dd (12.8, 7.9); α 1.77, t (12.0) | 5.50, d (4.7) | 0.92, m |
3 | β 1.77, m; α 1.60, m | 2.28, t (9.3) | a 2.45, d (14.5); b 1.54, dd (14.5, 4.0) | β 1.60, m; α 0.90, m |
5 | 1.13, d (2.9) | 1.19, br. s | 2.27, m | 1.82, m |
6 | 1.04, m | 0.64, br. s | 0.77, t (10.3) | β 1.57, m; α 1.49, m |
7 | 0.84, m | 1.00, m | 0.57, m | α 2.36, m; β 2.03, m |
8 | α 1.40, m; β 0.81, m | α 1.42, m; β 0.83, m | β 1.67, m; α 1.54, m | — |
9 | β 1.65, m; α 0.53, dddd (12.1, 12.1, 12.1, 1.9) | β 1.61, m; α 0.51, q (12.4) | α 2.26, m; β 2.16, m | 2.27, m |
10 | 1.71, m | 1.70, m | — | α 1.61, m; β 1.56, m |
11 | 1.52, m | 1.56, m | — | — |
12 | 0.89, d (6.6) | 0.93, d (6.6) | β 1.02, s | α 0.87, s |
13 | 0.85, d (6.6) | 0.90, d (6.7) | α 1.15, s | β 0.93, s |
14 | 1.00, d (6.3) | 0.75, d (6.2) | 1.72, s | 1.00, s |
15 | α 2.27, dd (14.1, 7.2); β 1.99, dd (14.1, 10.4) | 1.08, s | 1.08, s | 4.83, br.s; 4.80, br.s |
1′ | 4.17, dd (10.4, 7.2) | 4.20, br. s | 4.39, br. s | — |
9′/13′ | 7.14, m | 7.09, d (7.5) | 7.27, m | 7.40, m |
10′/12′ | 7.28, m | 7.28, t (7.5) | 7.24, m | 7.39, m |
11′ | 7.21, m | 7.20, t (7.5) | 7.19, t (6.7) | 7.47, m |
14′ | 10.12, s | 10.18, s | 10.22, s | α 2.61, dd (16.6, 5.4); β 2.00, dd (16.6, 12.1) |
15′ | 10.13, s | 10.16, s | 10.10, s | 10.23, s |
5′-OH | 13.55, s | 13.61, s | 13.53, s | 13.23, s |
7′-OH | 13.19, s | 13.23, s | 13.44, s | 13.71, s |