TABLE 2.
13C-NMR chemical shift assignments for betulinic acid and compounds 3 to 5 in C5D5N
| Carbon | Chemical shift assignments
|
|||
|---|---|---|---|---|
| Betulinic acid | Compound 3 | Compound 4 | Compound 5 | |
| 1 | 39.1 (2)a | 37.8 (2) | 79.4 (1) | 38.9 (2) |
| 2 | 28.1 (2) | 34.4 (2) | 46.1 (2) | 28.0 (2) |
| 3 | 78.1 (1) | 217.9 (0) | 215.7 (0) | 77.5 (1) |
| 4 | 39.4 (0) | 47.4 (0) | 47.1 (0) | 38.6 (0) |
| 5 | 55.7 (1) | 55.1 (1) | 51.4 (1) | 52.3 (1) |
| 6 | 18.6 (2) | 19.7 (2) | 19.7 (2) | 31.2 (2) |
| 7 | 34.7 (2) | 34.5 (2) | 33.5 (2) | 72.5 (1) |
| 8 | 40.9 (0) | 42.4 (0) | 41.3 (0) | 48.0 (0) |
| 9 | 50.8 (1) | 55.3 (1) | 51.2 (1) | 50.8 (1) |
| 10 | 37.3 (0) | 38.4 (0) | 43.2 (0) | 37.1 (0) |
| 11 | 21.1 (2) | 69.4 (1) | 23.4 (2) | 20.7 (2) |
| 12 | 25.9 (2) | 42.3 (2) | 26.2 (2) | 25.7 (2) |
| 13 | 38.4 (1) | 37.3 (1) | 38.7 (1) | 37.1 (1) |
| 14 | 42.4 (0) | 42.4 (0) | 42.9 (0) | 48.8 (0) |
| 15 | 31.1 (2) | 31.1 (2) | 31.1 (2) | 68.5 (1) |
| 16 | 32.7 (2) | 32.6 (2) | 32.6 (2) | 42.1 (2) |
| 17 | 56.3 (0) | 56.4 (0) | 56.6 (0) | 54.7 (0) |
| 18 | 47.6 (1) | 47.1 (1) | 47.5 (1) | 47.3 (1) |
| 19 | 49.5 (1) | 49.1 (1) | 49.7 (1) | 49.3 (1) |
| 20 | 150.7 (0) | 150.7 (0) | 150.6 (0) | 150.6 (0) |
| 21 | 30.1 (2) | 29.9 (2) | 30.2 (2) | 27.8 (2) |
| 22 | 37.5 (2) | 37.1 (2) | 37.4 (2) | 37.6 (2) |
| 23 | 28.5 (3) | 27.3 (3) | 27.8 (3) | 28.4 (3) |
| 24 | 16.3 (3)b | 21.1 (3) | 20.3 (3) | 15.7 (3)b |
| 25 | 16.3 (3)b | 16.5 (3)b | 12.2 (3) | 15.4 (3)b |
| 26 | 16.2 (3)b | 16.9 (3)b | 16.3 (3) | 11.1 (3)c |
| 27 | 14.8 (3) | 14.5 (3) | 14.6 (3) | 8.7 (3)c |
| 28 | 178.7 (0) | 178.6 (0) | 179.1 (0) | 178.6 (0) |
| 29 | 110.3 (2) | 110.2 (2) | 109.9 (2) | 109.3 (2) |
| 30 | 19.4 (3) | 19.3 (3) | 19.3 (3) | 19.1 (3) |
a
The number in parentheses is the number of hydrogens attached to the corresponding carbon and was determined from DEPT experiments.
b
Assignments may be reversed.
c
Assignments may be reversed.