TABLE 2.
NMR spectroscopic data for compounds 5–8 (600 MHz for 1H NMR and 150 MHz for 13C NMR).
| 5 | 6 | 7 | 8 | |||||
|---|---|---|---|---|---|---|---|---|
| position | δ C , type | δ H (J in Hz) | δ C , type | δ H (J in Hz) | δ C , type | δ H (J in Hz) | δ C , type | δ H (J in Hz) |
| 1 | 36.6, CH2 | 2.33, 1.58, m | 37.1, CH2 | 2.36, 1.58, m | 41.4, CH2 | 1.82, m; 1.77, d, 3.0) | 29.9, CH2 | 1.27, m |
| 2 | 31.2, CH2 | 2.95, 2.84, m | 31.4, CH2 | 2.95, 2.86, m | 20.0, CH2 | 1.63, 1.58, m | 25.3, CH2 | 1.42, 1.08, m |
| 3 | 82.7, CH | 4.69, dd (4.8, 4.2) | 78.9, CH | 3.37, dd (4.8, 4.2) | 37.5, CH2 | 2.20, 1.15, m | 79.2, CH | 3.21, dd (4.8, 4.2) |
| 4 | 42.4, C | - | 42.0, C | - | 47.5, C | - | 41.3, C | - |
| 5 | 51.2, CH | 1.55, m | 51.1, CH | 1.49, m | 56.7, CH | 1.77, d (2.4) | 55.5, CH | 0.69, m |
| 6 | 19.6, CH2 | 2.00, 1.63, m | 19.6, CH2 | 1.94, 1.80, m | 25.9, CH2 | 2.35, 2.23, m | 18.4, CH2 | 1.53, 1.23, m |
| 7 | 28.1, CH2 | 1.94, 1.01, m | 28.1, CH2 | 1.90, 1.58, m | 44.5, CH2 | 2.43, m | 33.5, CH2 | 1.41, 0.89, m |
| 8 | 134.3, C | - | 134.4, C | - | 211.2, C | - | 42.0, C | - |
| 9 | 146.0, C | - | 146.0, C | - | 65.6, CH | 3.10, s | 48.7, CH | 1.34, m |
| 10 | 42.6, C | - | 42.4, C | - | 29.9, C | - | 37.3, C | - |
| 11 | 124.7, CH | 7.17, d (7.8) | 124.8, CH | 7.17, d (7.8) | 92.1, C | - | 21.1, CH2 | 2.10, 1.51, m |
| 12 | 124.2, CH | 7.01, d (7.8) | 124.2, CH | 7.01, d (7.8) | 27.6, CH2 | 2.30, 1.48, m | 131.1, CH | 7.54, m |
| 13 | 145.7, C | - | 145.7, C | - | 29.3, CH2 | 2.56, m | 129.0, C | - |
| 14 | 126.8, CH | 6.89, s | 126.8, CH | 6.89, s | 177.6, C | - | 40.7, C | - |
| 15 | 33.4, CH | 2.83, m | 33.5, CH | 2.83, m | 37.8, CH | 2.15, m | 27.5, CH2 | 1.89, 1.69, m |
| 16 | 21.5, CH3 | 2.11, s | 21.2, CH3 | 2.08, s | 29.7, CH3 | 1.33, s | 27.2, CH2 | 2.02, 1.15, m |
| 17 | 21.3, CH3 | 1.17, s | 21.2, CH3 | 1.19, s | 17.7, CH3 | 0.87, d (1.8) | 39.0, C | - |
| 18 | 63.8, CH2 | 4.27, d (6.6) | 22.5, CH3 | 2.11, s | 16.8, CH3 | 0.98, s | 50.6, CH | 1.33, m |
| 3.49, d (12.0) | ||||||||
| 19 | 22.3, CH3 | 1.15, s | 63.8, CH2 | 4.44, d (12.0) | 181.8, C | - | 41.9, CH | 2.85, m |
| 4.25, d (12.0) | ||||||||
| 20 | 169.9, C | - | 171.2, C | - | 16.3, CH3 | 1.25, s | 84.3, C | - |
| 21 | 24.0, CH3 | 1.22, s | 24.0, CH3 | 1.22, s | - | - | 72.3, CH | 3.79, m |
| 22 | 25.8, CH3 | 1.21, s | 25.5, CH3 | 1.21, s | - | - | 34.1, CH2 | 2.35, 1.89, m |
| 23 | - | - | - | - | - | - | 176.6, C | - |
| 24 | - | - | - | - | - | - | 15.5, CH3 | 0.80, s |
| 25 | - | - | - | - | - | - | 14.4, CH3 | 0.96, s |
| 26 | - | - | - | - | - | - | 15.9, CH3 | 0.69, s |
| 27 | - | - | - | - | - | - | 28.2, CH3 | 1.00, d (7.2) |
| 28 | - | - | - | - | - | - | 21.3, CH3 | 1.04, s |
| 29 | - | - | - | - | - | - | 16.5, CH3 | 0.89, d (2.4) |
| 30 | - | - | - | - | - | - | 18.8, CH3 | 1.20, s |