Table 1.
1H NMR and 13C NMR Data for 1-3a
| 1 |
2 |
3 |
||||
|---|---|---|---|---|---|---|
| no. | δ C | δH (J in Hz) | δ C | δH (J in Hz) | δ c | δH (J in Hz) |
| 2 | 66.1 | 1.83, dq (8.9, 6.1) | 76.5 | 2.86, dq (10.7, 6.1) | 68.6 | 3.05, dq (12.7, 6.5) |
| 3 | 72.6 | 3.27, ddd (10.8, 8.9, 4.5) | 67.4 | 3.90, ddd (11.2, 10.5, 4.8) | 71.1 | 3.82, bs |
| 4α | 33.5 | 2.03, m | 33.0 | 1.46, m | 32.1 | 1.57, m |
| 4β | 1.29-1.38b | 2.13,m | 2.01, m | |||
| 5α | 31.3 | 1.49, ddd (10.1, 3.0, 3.0) | 26.6 | 2.33, m | 23.8 | 1.56, m |
| 5β | 1.63, m | 1.62, m | 2.67, ddd (12.0, 4.1, 3.6) | |||
| 6 | 67.6 | 2.48, ddd (11.2, 8.7, 3.0) | 78.8 | 3.44, m | 79.5 | 3.53, ddd (11.4, 9.4, 1.9) |
| 1′ | 136.7 | 5.53, dt (14.6, 8.8) | 127.7 | 5.94, dt (15.3, 8.9) | 127.9 | 5.98, dt (15.1, 7.0) |
| 2′-5′ | 130.1- 132.6 |
6.03-6.16b | 128.8- 135.8 |
6.05-6.26b | 129.2- 136.1 |
5.96-6.25b |
| 6′ | 135.7 | 5.71, dd (14.5, 7.4) | 137.6 | 5.74, dd (14.2, 7.2) | 137.8 | 5.72, dd (15.2, 9.0) |
| 7′ | 32.5 | 2.09, dt (7.2, 6.9) | 32.9 | 2.09, dt (7.2, 6.9) | 32.7 | 2.09, dt (7.0, 6.2) |
| 8′-9′ | 31.4; 22.0 |
1.29-1.38b | 30.9; 21.8 |
1.26-1.41b | 31.5; 22.5 |
1.24-1.39b |
| 10′ | 14.1 | 0.89, t (7.2) | 14.3 | 0.89, t (7.0) | 14.1 | 0.89, t (7.1) |
| CH3-2 | 16.4 | 1.26, d (6.1) | 10.6 | 1.57, d (6.0) | 13.5 | 1.66, d (6.5) |
| N-CH3 | 40.4 | 2.21, s | 51.1 | 2.95 | 54.1 | 2.86, s |
a
Compound 1 measured at 600 MHz, compounds 2 and 3 measured at 400 MHz. All compound NMR spectra obtained in CDCl3 with TMS as internal standard; J values (Hz) are given in parentheses. Assignments supported with 1H-1H COSY, HSQC, and HMBC spectra.
b
Multiplicity patterns unclear due to signal overlapping.