Table 2.
1H and 13C NMR Data† (J values in Hz, in parenthesis) for (3/3a) and (4/4a)
H/C | Isoprosopilosine (3/3a) | Isoprosopilosidine (4/4a) | ||
---|---|---|---|---|
| ||||
δH | δC | δH | δC | |
2, 2′ | 3.12 dq | 49.9 d | 3.18 dq (6) | 51.6 d |
2.77 dq (6) | 56.0 d | 2.78 dq (6) | 55.0 d | |
3, 3′ | 3.62 m | 69.1 d | 3.78 ddd (5, 5, 5) | 69.0 d |
3.50 br. s | 68.0 d | 3.61 br.s | 66.9 d | |
4, 4′ | 1.63 m | 27.0 t | 1.72 m, 1.62 m | 26.9 t |
1.51 m, 1.86 m | 32.5 t | 1.93 m, 1.65 m | 31.6 t | |
5, 5′ | 1.43 m, 1.63 m | 28.1 t | 1.69 m | 29.1 t |
1.23 m | 26.5 t | 1.53 m | 25.2 t | |
6, 6′ | 2.84 m | 50.4 d | 2.84 m | 48.4 d |
2.58 m | 57.4 d | 2.58 m | 56.5 d | |
7, 7′ | 1.08 d (6) | 16.0 q | 1.14 d (7) | 16.0 q |
1.09 d (6) | 18.8 q | 1.14 d (7) | 18.8 q | |
1″, 1‴ | 1.72 m | 37.3 t | 1.72 m | 37.3 t |
1.32 m | 28.4 t | 1.32 m | 28.4 t | |
2″, 2‴ | 30.4, 30.2, | 30.7, 29.9, | ||
3″-8″ | 30.0, 29.9, | 29.6, 29.4, | ||
3‴-8‴ | 1.41–1.26 m* | 29.9, 29.8, | 1.48–1.25 m* | 29.2, 26.4, |
9″, 9‴ | 29.6, 26.2 (8 × t) | 25.9 (7 × t) | ||
10″ | 2.00 t (7.5) | 35.4 t | 2.83 m* | 32.1 t |
10‴ | 1.41–1.26 m* | 29.8* | 2.83 m* | 31.7 t |
1″″ | 1.45 m | 33.4 t | 2.83 m* | 30.7 t |
2″″ | 1.81 m | 21.8 t | 2.54 m | 21.1 t |
3″″ | 3.11 dd (18, 7.8) | 54.7 t | 4.87 m | 59.4 t |
2.09 dd (18, 9.5) | ||||
5″″ | 3.29 d (15.5) | 55.5 t | 8.64 s | 137.3 d |
2.61 d (15.5) | ||||
6″″ | - | 136.2 s | - | 141.3 s |
7″″ | 5.36 s | 123.8 d | 8.17 s | 144.3 d |
8″″ | 2.00 m | 42.9 d | - | 139.2 s |
8a″″ | 1.72–1.81 m | 65.7 d | - | 155.0 s |
All spectra recorded in CD3OD at 500 MHz (1H) and 125 MHz (13C).
Overlapped signals.