Table 2. 13C NMR (125 MHz) Data for Compounds 1–11a.
| δc, type |
||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| position | 1a+d | 1b+c | 2a | 2b | 3 | 4a+b | 5 | 6a | 6b | 7a+b | 8 | 9 | 10 | 11 |
| 1 | 83.8, C | 83.1, C | 133.0, C | 132.8, C | 83.5, C | 122.0, C | 132.5, C | 83.2, C | 82.4, C | 121.8, C | 82.5, C | 121.9, C | 81.9, C | 121.8, C |
| 1a | 157.2, C | 157.0, C | 150.9, C | 154.4, C | 145.1, C | 133.9, C | 152.0, C | 157.9, C | 157.5, C | 139.1, C | 144.2, C | 141.0, C | 147.3, C | 139.2, C |
| 2 | 202.6, C | 202.4, C | 185.4, C | 184.7, C | 202.4, C | 155.8, CH | 185.3, C | 202.7, C | 202.5, C | 155.5, C | 202.9, C | 156.3, C | 201.4, C | 155.5, C |
| 3 | 125.9, CH | 125.9, CH | 131.9, CH | 131.8, CH | 124.1, CH | 113.8, CH | 131.2, CH | 125.8, CH | 125.8, CH | 113.7, CH | 124.6, CH | 114.2, CH | 125.1, CH | 113.6, CH |
| 4 | 139.7, CH | 139.7, CH | 144.8, CH | 146.5, CH | 143. 6, CH | 124.6, CH | 145.6, CH | 139.6, CH | 139.6, CH | 124.5, CH | 139.8, CH | 125.7, CH | 142.7, CH | 124.6, CH |
| 4a | 125.4, C | 125.4, C | 73.1, C | 77.3, C | 123.7, C | 125.2, C | 73.0, C | 125.0, C | 125.0, C | 125.5, C | 123.7, C | 126.0, C | 131.0, C | 125.5, C |
| 5 | 123.1, CH | 123.1, CH | 131.0, CH | 128.8, CH | 139.9, C | 122.2, CH | 130.6, CH | 122.6, CH | 122.6, CH | 121.8, CH | 103.3, CH | 117.3, CH | 94.6, C | 121.7, CH |
| 5a | 151.9, C | 151.9, C | 159.6, C | 156.8, C | 122.9, C | 156.7, C | 160.5, C | 152.7, C | 152.9, C | 157.7, C | 130.7, C | 150.6, C | 136.1, C | 157.8, C |
| 6 | 185.9, C | 185.9, C | 186.2, C | 186.1, C | 147.8, C | 186.5, C | 186.3, C | 185.9, C | 186.0, C | 186.6, C | 154.0, C | 202.6, C | 194.4, C | 186.7, C |
| 7 | 135.8, C | 135.8, C | 134.1, C | 133.9, C | 125.2, C | 135.7, C | 133.8, C | 135.2, C | 135.3, C | 135.1, C | 124.4, C | 82.1, C | 130.4, C | 135.1, C |
| 8 | 149.6, C | 149.6, C | 150.2, C | 153.6, C | 134.1, C | 149.6, C | 150.7, C | 150.2, C | 150.4, C | 150.6, C | 138.2, C | 145.9, C | 147.9, C | 150.5, C |
| 8a | 73.2, C | 73.2, C | 75.1, C | 76.7, C | 127.9, C | 73.8, C | 74.5, C | 72.7, C | 72.7, C | 73.4, C | 127.3, C | 131.6, C | 132.6, C | 73.2, C |
| 9 | 33.1/34.0, CH2b | 33.1/34.0, CH2b | 34.3, CH2 | 41.1, CH2 | 129.7, CH | 34.5, CH2 | 34.1, CH2 | 33.2, CH2 | 34.2, CH2 | 34.8, CH2 | 129.0, CH | 25.8/26.6, CH2b | 129.0, CH | 34.8, CH2 |
| 10 | 21.8, CH2 | 22.4, CH2 | 22.8, CH2 | 22.7, CH2 | 121.3, CH | 23.9, CH2 | 22.9, CH2 | 21.9, CH2 | 22.5, CH2 | 23.9, CH2 | 121.0, CH | 25.8/26.6, CH2b | 127.0, CH | 23.9, CH2 |
| 11 | 28.0, CH3 | 26.6, CH3 | 10.7, CH3 | 10.9, CH3 | 31.1, CH3 | 11.2, CH3 | 10.7, CH3 | 27.2, CH3 | 26.7, CH3 | 11.2, CH3 | 30.9, CH3 | 11.3, CH3 | 31.3, CH3 | 11.2, CH3 |
| 12 | 12.3, CH3 | 12.3, CH3 | 12.0, CH3 | 12.3, CH3 | 13.9, CH3 | 12.3, CH3 | 12.0, CH3 | 12.2, CH3 | 12.3, CH3 | 12.3, CH3 | 13.6, CH3 | 28.2, CH3 | 13.0, CH3 | 12.3, CH3 |
| 13 | 131.7, CH | 131.7, CH | 131.6, CH | 132.0, CH | 133.9, CH | 132.1, CH | 131.8, CH | 131.9, CH | 131.8, CH | 132.2, CH | 134.0, CH | 131.2, CH | 132.9, CH | 132.2, CH |
| 14 | 123.9, CH2 | 123.9, CH2 | 124.0, CH2 | 124.0, CH2 | 122.5, CH2 | 123.3, CH2 | 123.8, CH2 | 123.7, CH2 | 123.8, CH2 | 123.3, CH2 | 122.4, CH2 | 121.7, CH2 | 123.2, CH2 | 123.3, CH2 |
Measured in CDCl3.
Interchangeable. 1a+d: CH3O-1: 51.7; CH3O-8a: 54.7; 1b+c: CH3O-1: 51.7; CH3O-8a: 54.5; 2a: CH3O-4a: 51.1; CH3O-8a: 52.5; 2b: CH3O-4a: 51.6; CH3O-8a: 52.9; 7: CH3O-1: 54.4; CH3O-5: 61.1; 4a+b: CH3O-8a: 51.6; 5: C2H5O-4a (interchangeable with 8a): 60.2, CH2, 14.7, CH3; C2H5O-8a (interchangeable with 4a): 59.0, CH2, 15.8, CH3; 6a: C2H5O-1 (interchangeable with 8a): 62.5, CH2, 15.7, CH3; C2H5O-8a (interchangeable with 1): 59.6, CH2, 15.5, CH3; 6b: C2H5O-1: 62.2, CH2, 15.8, CH3; C2H5O-8a: 59.6, CH2, 15.6, CH3; 7a+b: C2H5O-8a: 59.5, CH2, 15.4 CH3; 8: C2H5O-1: 62.2, CH2, 15.8, CH3; 9: C2H5O-7: 61.6, CH2, 15.6, CH3; 10: CH3-(CH2)3-O-7: 66.3 (1′-CH2), 32.4 (2′-CH2), 19.2/19.3/19.4 (3′-CH2) (interchangeable with 3″-CH2 and 3‴-CH2), 14.1 (4′-CH3); CH3-(CH2)3-O-5: 63.3 (1″-CH2), 31.8/31.9 (2″-CH2) (interchangeable with 2‴-CH2), 19.2/19.3/19.4 (3″-CH2) (interchangeable with 3′-CH2 and 3‴-CH2), 13.8/13.9 (4″-CH2) (interchangeable with 4‴-CH3); 63.6 (1‴-CH2), 31.8/31.9 (2‴-CH2) (interchangeable with 2″-CH2), 19.2/19.3/19.4 (3‴-CH2) (interchangeable with 3′-CH2 and 3″-CH2), 13.8/13.9 (4‴-CH2) (interchangeable with 4″-CH3); 11: CH3-(CH2)3-O-8a: 63.5 (1′-CH2), 31.9 (2′-CH2), 19.1 (3′-CH2), 13.7 (4′-CH3).