Table 1.
NMR spectroscopic data for sanctolide A (1) in CDCl3
| sanctolide A (1)
|
|||||||
|---|---|---|---|---|---|---|---|
| δCa,c | δHb,c | mult.(J in Hz) | COSYb | HMBCb | NOESYb,d | ||
| 1 | 174.5 | ||||||
| 2 | 38.1 | 2.56 | m | 3, 13 | 1, 3, 4, 13 | 3b, 4a, 13, 22 | |
| 3 | a | 29.2 | 1.21 | m | 2, 4 | 1, 2, 4, 5, 13 | 3b, 4b, 13 |
| b | 1.68 | m | 2, 3a, 4a, 5 | ||||
| 4 | a | 34.1 | 1.42 | m | 3, 5 | 2, 3 | 3b, 4b, 13 |
| b | 1.86 | m | 3a, 4a, 5, 13 | ||||
| 5 | 73.3 | 5.00 | m | 4, 6 | 3, 4, 6, 7, 14 | 3a, 3b, 4a, 4b, 6a, 6b, 7, OMe | |
| 6 | a | 40.3 | 1.59 | ddd (14.4, 9.0, 4.2) | 5, 7 | 4, 5, 7, 8 | 4a, 4b, 6b, 7, OMe |
| b | 1.74 | ddd (14.4, 7.8, 3.0) | 6a, 5, 7, 8a, 8b | ||||
| 7 | 77.7 | 3.12 | m | 6, 8 | 5, 6, O-Me | 5, 6a, 6b, 7, 8a, 8b | |
| 8 | a | 33.2 | 1.37 | m | 7, 9 | 6, 7, 9, 10 | 6a, 6b, 8b |
| b | 1.50 | m | 6b, 7, 8a, OMe | ||||
| 9 | 32.0 | 1.24 | m | 8, 10 | 7, 8, 10, 11 | ||
| 10 | 24.3 | 1.24 | m | 9, 11 | 8, 9, 11, 12 | ||
| 11 | 22.6 | 1.28 | m | 10, 12 | 9, 10, 12 | ||
| 12 | 14.2 | 0.87 | t (7.1) | 11 | 10, 11 | ||
| 13 | 14.9 | 1.13 | d (6.9) | 2 | 1, 2, 3 | 2, 3a, 4a, 4b | |
| 14 | 170.0 | ||||||
| 15 | 77.0 | 5.11 | d (6.4) | 16 | 14, 16, 17, 18, 19 | 16, 17, 18 | |
| 16 | 29.6 | 2.31 | sd (6.8, 6.4) | 15, 17, 18 | 14, 15, 17, 18 | 15, 17, 18 | |
| 17 | 18.6 | 0.94 | d (6.8) | 16, 18 | 15, 16, 18 | ||
| 18 | 17.2 | 0.90 | d (6.8) | 16, 17 | 15, 16, 17 | ||
| 19 | 168.7 | ||||||
| 20 | 34.5 | 3.15 | dd (6.5, 1.3) | 21 | 19, 21, 22 | 21, 22 | |
| 3.20 | d (6.9) | ||||||
| 21 | 102.7 | 5.12 | m | 20 | 19, 20, 22 | 20, 22, NMe | |
| 22 | 132.4 | 6.70 | d (14.0) | 21 | 1, 20, N-Me | 2, 3b, 20, 21, NMe | |
| O-Me | 56.6 | 3.28 | s | 7 | 5, 6a, 8a, 8b, 17 | ||
| N-Me | 30.6 | 3.06 | s | 1, 22 | 21, 22 | ||
assigned using the DEPT-Q spectrum recorded at 226 MHz,
recorded at 600 MHz,
chemical shifts were referenced to the CDCl3 solvent signals (δH 7.24 and δC 77.2)
mixing time: 600 ms