Table 2.
1H NMR spectroscopic data for compounds 10, 11, and 13–16 (δ in ppm, J in Hz).
No. position | 10a,d | 11a,c | 13b,d | 14a,c | 15b,d | 16a,c |
---|---|---|---|---|---|---|
2 | 3.19 m | 3.05 (overlapped) | 2.90 m | 5.86 d (5.4) | 6.41 d (5.6) | 5.85 d (5.7) |
3 | 2.75 m | 2.58 dd (9.0, 1.2) | 2.36 dd (8.3, 1.6) | 6.00 d (5.4) | 5.86 d (5.6) | 6.34 d (5.7) |
1.43 m | 1.35 m | 1.25 dd (8.3, 2.4) | ||||
5 | 2.99 d (10.2) | 2.96 d (10.0) | 2.31 d (9.9) | |||
6 | 4.87 d (10.4) | 4.70 d (6.6) | 5.29 d (9.6) | 4.06 dd (10.2, 9.6) | 4.17 dd (10.0, 9.6) | 4.18 dd (9.9, 9.6) |
7 | 2.98 m | 3.05 (overlapped) | 2.91 m | 3.43 m | 2.87 m | 3.26 m |
8 | 2.19 m | 1.87 m | 2.24 m | 2.27 m | 2.26 m | 2.23 m |
1.71 m | 1.74 m | 1.87 (overlapped) | 1.34 m | 1.60 m | 1.48 m | |
9 | 2.02 m | 1.92 m | 1.91 m | 1.90 m | 2.05 m | 1.88 m |
1.90 m | 1.74 m | 1.87 (overlapped) | 1.84 (overlapped) | 1.81 m | 1.84 m | |
13 | 6.22 d (3.2) | 6.29 d (1.2) | 6.14 d (3.6) | 6.08 d (3.3) | 6.05 d (3.4) | 6.10 d (3.6) |
5.51 d (3.2) | 5.70 d (1.2) | 5.60 d (3.6) | 5.36 d (3.3) | 5.50 d (3.4) | 5.37 d (3.6) | |
14 | 1.37 s | 1.43 s | 1.44 s | 1.45 s | 1.44 s | 1.30 s |
15 | 1.41 s | 1.34 s | 1.47 s | 1.44 s | 1.49 s | 1.35 s |
2′ | 2.73 m | 2.73 br d | 2.80 m | 2.72 br d | 2.80 m | 2.77 dd (17.9, 3.3) |
2.09 m | 2.12 m | 2.12 m | 2.12 br d | 2.13 (overlapped) | 2.15 (overlapped) | |
3′ | 5.55 m | 5.56 m | 5.61 m | 5.57 br s | 5.61 m | 5.55 m |
5′ | 2.93 d (10.2) | 2.82 d (10.2) | 2.81 m | 2.83 d (10.2) | 2.78 m | 2.82 d (10.2) |
6′ | 3.88 dd (10.4, 10.2) | 3.90 dd (10.2, 10.2) | 4.30 dd (10.4, 10.4) | 3.99 dd (10.2, 10.2) | 4.32 dd (10.4, 10.4) | 4.06 dd (10.2, 9.0) |
7′ | 1.90 m | 1.58 m | 1.83 m | 2.36 m | 1.82 m | 1.94 m |
8′ | 1.31 m | 1.43 m | 1.71 m | 1.63 m | 1.69 m | 1.72 m |
1.16 m | 1.29 m | 1.46 m | 1.33 m | 1.29 m | 1.69 m | |
9′ | 1.81 m | 2.10 m | 2.18 m | 2.02 m | 2.13 (overlapped) | 2.14 (overlapped) |
1.74 m | 1.81 m | 1.88 m | 1.83 m | 1.84 m | 2.00 m | |
13′ | 1.98 m | 1.98 dd (12.6, 4.2) | 2.49 dd (12.4, 4.4) | 1.84 (overlapped) | 2.51 d (12.3) | 2.40 d (11.7) |
1.70 m | 1.77 m | 1.45 m | 1.75 d (12.0) | 1.40 d (12.3) | 1.40 d (11.7) | |
14′ | 1.25 s | 1.33 s | 1.33 s | 1.29 s | 1.32 s | 1.34 s |
15′ | 1.96 s | 1.95 s | 1.97 s | 1.95 s | 1.97 s | 1.92 s |
Recorded in CDCl3.
Recorded in CD3OD.
Recorded at 600 MHz.
Recorded at 400 MHz.