Table 1. H NMR Data for Compounds 1−8 (400 MHz, J in Hz).
No. | 1b | 2b | 3a | 4b | 5b | 6a | 7a | 8a |
---|---|---|---|---|---|---|---|---|
2 | 6.82 s | 6.62 s | 7.04 s | 6.63 s | 6.76 s | 6.77 s | ||
3 | 6.51 s | |||||||
4 | 6.93 s | |||||||
5 | 5.88 s | |||||||
6 | 7.07 s | 6.82 s | 6.62 s | 6.93 s | 6.63 s | 6.76 s | 6.77 s | |
7 | 5.02 d (9.3) | 6.45 s | 4.41 d (9.3) | 4.38 d (9.5) | 4.41 d (9.0) | 4.52 d (7.4) | 4.71 d (5.9) | 4.73 d (4.9) |
8 | 3.76 m | 1.77 m | 2.62 m | 2.45 m | 2.24 m | 4.42 m | 4.65 m | |
9 | 1.09 d (6.3) | 1.86 s | 1.08 d (6.6) | 1.07 d (6.6) | 1.03 d (6.8) | 1.12 d (7.0) | 1.13 d (6.3) | 1.31 d (6.1) |
2′ | 6.956 d (2.0) | 7.56 d (2.0) | 7.58 d (2.0) | 6.78 d (1.8) | 7.33 s | 7.53 d (2.0) | ||
3′ | 6.50 s | 6.53 s | ||||||
5′ | 6.97 d (8.2) | 6.92 d (8.8) | 7.08 d (8.5) | 6.72 d (8.0) | 6.97d (8.5) | |||
6′ | 7.08 s | 6.45 s | 6.97 dd (8.2, 2.0) | 7.55 dd (8.8, 2.0) | 7.71 dd (8.5, 2.0) | 6.64 dd (8.0, 1.8) | 7.33 s | 7.57 dd (8.5, 2.0) |
7′ | 5.25 d (3.2) | 4.44 s | 5.15 d (8.8) | 2.83 dd (13.4, 5.0), 2.45 dd (13.4, 11.1) | ||||
8′ | 4.34 m | 2.31 q (7.3) | 2.28 m | 3.83 m | 4.03 m | 2.61 m | ||
9′a | 1.12 d (6.8) | 1.11 d (7.2) | 0.66 d (7.0) | 4.30 dd (9.3, 8.8) | 4.28 dd (9.0, 8.5) | 4.02 dd (8.4, 6.3) | ||
9′b | 4.15 dd (9.3, 7.5) | 4.11 dd (9.0, 6.8) | 3.73 dd (8.4, 5.1) | |||||
OMe-2 | 3.82 s | |||||||
OMe-3 | 3.87 s | 3.87 s | 3.86 s | 3.83 s | 3.83 s | 3.82 s | ||
OMe-4 | 3.89 s | 3.79 s | 3.78 s | 3.83 s | 3.75 s | 3.74 s | 3.70 s | |
OMe-5 | 3.88 s | 3.87 s | 3.87 s | 3.86 s | 3.83 s | 3.83 s | 3.82 s | |
OMe-2′ | 3.83 s | 3.90 s | ||||||
OMe-3′ | 3.83 s | 3.94 s | 3.90 | 3.89 s | 3.85 s | |||
OMe-4′ | 3.89 s | 3.84 s | 3.83 s | 3.95 s | 3.93 | 3.83 s | ||
OMe-5′ | 3.90 s | 3.64 s | 3.89 s | |||||
OMe-7′ | 3.90 s | 3.86 s |
ain methanol-d4.
bin CDCl3.