Table 3 1H NMR (400 Hz) data of compounds 5–10 in CDCl3 (δ in ppm, J in Hz).
Position | 5 | 6 | 7 | 8 | 9 | 10 |
|---|---|---|---|---|---|---|
1 | 4.90, dd (12.3, 3.5) | 1.75, m | 1.57, m | 2.36, m | 2.35, m | 2.21, m |
2 | α 1.55, m; β 1.24, m | α 1.64, m; β 1.31, m | β 1.51, m; α 1.32, m | a 1.50, m; b 1.34, m | β 1.85, m; α 1.44, m | β 1.53, m; α 1.21, m |
3 | a 2.01, m; b 1.80, m | α 1.95, m; β 1.80, m | a 2.12, dd (15.7, 10.0); b 1.76, m | 1.82, m | β 1.79, m; α 1.67, m | 1.89, m |
5 | 4.45, d (7.1) | 2.10, m | 2.51, m | 5.31, s | 5.58, s | 5.67, d (1.6) |
6 | 0.93, t (7.8) | α 1.91, m; β 1.72, m | a 1.89, m; b 1.28, m | — | — | — |
7 | 0.57, m | β 1.46, m; α 1.38, m | β 2.52, m; α 2.31, dd (13.6, 9.9) | 1.49, m | 1.62, m | 1.67, m |
8 | α 1.90, m; β 1.00, m | — | — | α 1.80, m; β 1.61, m | α 1.70, m; β 1.61, m | 1.65, m |
9 | β 1.95, m; α 1.88, m | 2.16, m | 2.63, dd (18.1, 9.1) | β 1.78, m; α 1.30, m | β 1.85, m; α 1.33, m | β 1.67, m; α 1.33, m |
10 | — | α 1.51, m; β 1.32, m | 1.73, m | 1.94, m | 1.94, m | 1.83, m |
11 | — | — | — | 1.81, m | 1.81, m | 1.74, m |
12 | α 1.17, s | α 0.97, s | α 0.96, s | 0.78, d (6.5) | 0.65, d (6.6) | 0.75, d (6.1) |
13 | β 1.23, s | β 0.99, s | β 0.99, s | 0.90, d (6.4) | 0.89, d (6.9) | 0.91, d (6.0) |
14 | 1.08, s | a 1.59, d (12.8); b 1.39, d (12.8) | 1.05, s | 0.82, d (7.0) | 0.85, d (7.2) | 0.86, d (6.7) |
15 | 1.13, s | 0.84, s | 4.89, s 4.81, s | β 2.23, dd (14.2, 7.0); α 2.13, dd (14.2, 9.4) | α 2.32, dd (14.0, 6.9); β 2.02, dd (14.0, 9.8) | 1.34, s |
1′ | 3.78, s | 3.76, d (8.1) | 4.34, d (6.1) | 4.08, t (8.1) | 4.17, t (8.5) | 3.49, d (11.6) |
9′/13′ | 7.33, m | 7.13, d (7.0) | 7.11, d (7.4) | 7.15, d (7.3) | 7.16, d (7.5) | 7.13, d (7.0) |
10′/12′ | 7.25, m | 7.26, t (7.0) | 7.26, m | 7.27, t (7.0) | 7.29, t (7.0) | 7.28, t (7.0) |
11′ | 7.15, t (7.0) | 7.29, t (7.0) | 7.22, m | 7.20, t (7.0) | 7.21, t (7.0) | 7.22, t (7.0) |
14′ | 10.19, s | 10.09, s | 10.10, s | 10.04, s | 10.04, s | 10.04, s |
15′ | 10.07, s | 10.08, s | 10.15, s | 10.13, s | 10.13, s | 10.08, s |
5′-OH | 13.74, s | 13.48, s | 13.63, s | 13.53, s | 13.51, s | 13.54, s |
7′-OH | 13.05, s | 13.11, s | 13.20, s | 13.18, s | 13.18, s | 13.07, s |