Table 1.
1H NMR Spectroscopic Data (in CDCl3, J in Hz) for Compounds 1, 2, and 3
| Position | 1a | 2a | 3b |
|---|---|---|---|
| 3 | 3.16, dd (8.4, 4.0) | 3.13, m | 3.17, m |
| 4 | 2.13, t (4.4) | 2.14, t (4.0) | 2.16, t (4.2) |
| 5 | 2.42, br s | 2.41, br s | 2.45, br s |
| 7 | 5.31, s | 5.25, s | 5.37, s |
| 8 | 3.12, m | 3.08, d (8.8) | 3.18, m |
| 10 | a 2.87, dd (13.6, 4.4) | a 2.92, dd (13.6, 3.6) | a 2.89, dd (13.8, 4.2) |
| b 2.57, dd (13.6, 9.6) | b 2.53, dd (13.6, 10.0) | b 2.59, dd (13.2, 9.6) | |
| 11 | 1.10, d (7.6) | 1.15, d (7.2) | 1.13, d (7.2) |
| 12 | 1.69, s | 1.71, s | 1.71, s |
| 13 | 5.80, dd (16.0, 10.0) | 6.18, s | 5.85, dd (15.6, 10.2) |
| 14 | 5.08, ddd (15.2, 10.8, 4.4) | 4.94, m | 5.09, ddd (15.6, 10.8, 4.8) |
| 15 | a 2.29, m | a 2.69, m | a 1.92, dd (12.6, 4.8) |
| b 2.00, dt (12.8, 6.0) | b 2.61, m | b 1.87, t (12.0) | |
| 16 | 2.64, ddd (9.6, 6.8, 2.4) | 1.57, m | |
| 17 | 3.79, s | ||
| 18 | 3.25, t (7.2) | 3.72, m | 2.50, m |
| 19 | 4.75, ddd (16.0, 7.6, 2.4) | 4.98, m | 4.86, ddd (15.0, 7.2, 1.8) |
| 20 | 6.04, ddd (16.0, 2.8, 1.2) | 6.21, s | 6.00, d (16.2) |
| 21 | 5.53, s | 5.49, s | 5.60, s |
| 22 | 1.15, d (6.8) | 1.42, s | 0.99, d (7.2) |
| 23 | 1.22, d (7.2) | 1.19, d (6.8) | 0.98, d (6.6) |
| 25 | 2.23, s | 2.21, s | 2.23, s |
| 2′/6′ | 7.12, d (6.8) | 7.12, d (6.8) | 7.14, d (7.8) |
| 3′/5′ | 7.30, t (6.8) | 7.31, t (7.6) | 7.32, t (7.2) |
| 4′ | 7.24, m | 7.26, m | 7.25, m |
| NH | 5.89, s | 6.05, s | 5.43, s |
aRecorded in 400 MHz, TMS, δ in ppm
bRecorded in 600 MHz, TMS, δ in ppm