Table 2.
1H NMR (600 MHz) and 13C NMR (150 MHz) data of compounds 4–6 (δ in ppm, J in Hz)
| Position | 4a | 5a | 6a | |||
|---|---|---|---|---|---|---|
| δC, type | δH, multi. | δC, type | δH, multi. | δC, type | δH, multi. | |
| 1 | 131.2, s | |||||
| 2 | 178.7, s | 79.5, s | 144.7, d | 6.67, d (3.9) | ||
| 3 | 39.7, d | 2.79, m | 76.5, d | 3.53, dd (8.6,6.1) | 32.4, d | 2.72, m |
| 4 | 34.7, t | 2.12, m 2.03, overlapped | 69.6, d | 4.51, dd (8.4,4.6) | 71.0, t | 4.37, dd (11.0,4.8) |
| 4.11, dd (11.0,7.2) | ||||||
| 4a | 125.9, s | |||||
| 5 | 75.4, d | 4.65, m | 129.5, d | 7.48, d (2.1) | ||
| 6 | 21.3, q | 1.31, d (6.4), 3H | 129.0, s | 165.1, s | ||
| 7 | 29.0, t | 2.46, m | 130.0, d | 7.16, dd (8.3,2.1) | 29.9, t | 2.92, overlapped, 2H |
| 2.33, m | ||||||
| 8 | 125.9, d | 5.53, br. t (7.8) | 117.2, d | 6.70, d (8.3) | 121.5, d | 5.17, br. t (7.2) |
| 8a | 153.3, s | |||||
| 9 | 133.7, s | 19.5, q | 1.18, s, 3H | 134.3, s | ||
| 10 | 70.2, t | 4.55, dd (12.4,2.8) | 27.2, q | 1.42, s, 3H | 17.7, q | 1.62, s, 3H |
| 4.51, dd (12.4,2.8) | ||||||
| 11 | 14.0, q | 1.69, s, 3H | 27.2, t | 4.99, s, 2H | 25.8, q | 1.70, s, 3H |
| 12 | 34.3, t | 1.65, m, 2H | ||||
| 13 | 59.8, t | 3.66, m, 2H | ||||
| 1′ | 175.4, s | 170.9, s | ||||
| 2′ | 67.5, d | 4.25, overlapped | 20.9, q | 2.01, s, 3H | ||
| 3′ | 20.8, q | 1.34, d (6.6), 3H | ||||
| 3-OH | 4.60, d (8.6) | |||||
| 4-OH | 4.67, d (4.6) | |||||
| 13-OH | 3.79, t (4.8) | |||||
| 2′-OH | 4.24, overlapped | |||||
aRecorded in acetone-d6