TABLE 1.
1H and 13C NMR data of compounds 2 and 3.
| No. | 2a | 2b | 3b | |||
| δC, type | δH (J in Hz) | δC, type | δH (J in Hz) | δC, type | δH (J in Hz) | |
| 1 | NH | 7.69, br s | ||||
| 2 | 174.4, C | 177.3, C | 177.4, C | |||
| 3 | 78.8, C | 80.8, C | 80.8, C | |||
| 4 | 76.1, CH | 3.89, t (5.9) | 77.9, CH | 4.12, d (6.6) | 78.0, CH | 4.12, d (6.5) |
| 5 | 59.5, CH | 3.16, ddd (5.9, 5.5, 3.5) | 61.2, CH | 3.38, ddd (6.6, 5.8, 3.2) | 61.2, CH | 3.38, ddd (6.5, 5.8, 3.3) |
| 6 | 61.6, CH2 | 3.54, ddd (11.1, 5.0, 3.5) 3.30, ddd (11.1, 5.5, 5.0) | 62.9, CH2 | 3.76, dd (11.6, 3.2) 3.52, dd (11.6, 5.8) | 62.9, CH2 | 3.76, dd (11.6, 3.3) 3.52, dd (11.6, 5.8) |
| 7 | 73.0, CH | 4.22, dd (6.5, 5.9) | 74.5, CH | 4.43, d (7.1) | 74.6, CH | 4.43, d (7.0) |
| 8 | 130.8, CH | 5.82, dd (15.4, 6.5) | 129.6, CH | 5.83, dd (15.4, 7.1) | 129.6, CH | 5.82, dd (15.4, 7.0) |
| 9 | 131.0, CH | 6.14, dd (15.4, 10.6) | 134.6, CH | 6.32, dd (15.4, 10.4) | 134.6, CH | 6.32, dd (15.4, 10.5) |
| 10 | 130.2, CH | 6.00, dd (15.1, 10.6) | 131.2, CH | 6.07, dd (15.0, 10.4) | 131.2, CH | 6.07, dd (15.0, 10.5) |
| 11 | 133.6, CH | 5.62, dt (15.1, 7.3) | 136.3, CH | 5.70, dt (15.0, 7.3) | 136.3, CH | 5.70, dt (15.0, 7.3) |
| 12 | 32.0, CH2 | 2.04, q (7.3) | 33.7, CH2 | 2.08, q (7.3) | 33.6, CH2 | 2.08, q (7.3) |
| 13 | 28.8, CH2 | 1.34, m | 30.5, CH2 | 1.39, m | 30.4, CH2 | 1.39, m |
| 14 | 29.0, CH2 | 1.24, m | 30.7, CH2 | 1.29, m | 30.7, CH2 | 1.31, m |
| 15 | 28.9, CH2 | 1.24, m | 30.6, CH2 | 1.29, m | 30.6, CH2 | 1.31, m |
| 16 | 28.7, CH2 | 1.24, m | 30.5, CH2 | 1.29, m | 30.5, CH2 | 1.31, m |
| 17 | 28.6, CH2 | 1.24, m | 30.3, CH2 | 1.29, m | 30.3, CH2 | 1.31, m |
| 18 | 31.3, CH2 | 1.23, m | 33.1, CH2 | 1.28, m | 26.9, CH2 | 1.35, m |
| 19 | 22.1, CH2 | 1.25, m | 23.7, CH2 | 1.31, m | 33.7, CH2 | 1.52, m |
| 20 | 13.9, CH3 | 0.85, t (6.9) | 14.4, CH3 | 0.90, t (7.0) | 63.0, CH2 | 3.54, t (6.7) |
| 3-OH | 5.03, s | |||||
| 4-OH | 5.47, d (5.9) | |||||
| 6-OH | 4.74, t (5.0) | |||||
| 7-OH | 4.75, d (5.9) |
aRecorded at 600 (1H) and 150 MHz (13C) in DMSO-d6. bRecorded at 600 (1H) and 150 MHz (13C) in CD3OD.