Official Journal of the Japan Wood Research Society
Table 1 1H and 13C NMR peak lists of isolated compound 1 and predicted 13C chemical shifts of 29-norlupane-3,20-dione and 29-nor-21αH-hopane-3,22-dione
Compound 1 | Calculated 13C shifts (Δδ C between 1) | ||||
|---|---|---|---|---|---|
1H | 13C | Position | 29-Norlupan-3,20-dione | Position | 29-Nor-21αH-hopane-3,22-dione |
1.82–1.90 m and * | 39.5 | 1 | 40.4 (− 0.9) | 1 | 39.9 (− 0.4) |
2.45 m | 34.1 | 2 | 33.0 (1.1) | 2 | 33.1 (1.0) |
– | 218.2 | 3 | 214.9 (3.3) | 3 | 215.0 (3.2) |
– | 47.3 | 4 | 47.2 (0.1) | 4 | 47.2 (0.1) |
* | 54.8 | 5 | 53.3 (1.5) | 5 | 52.6 (2.2) |
* | 19.7 | 6 | 20.8 (− 1.1) | 6 | 20.9 (− 1.2) |
* | 33.5 | 7 | 33.8 (–0.3) | 7 | 31.7 (1.8) |
– | 40.8 | 8 | 40.8 (0.0) | 8 | 42.0 (− 1.2) |
* | 49.6 | 9 | 50.0 (− 0.4) | 9 | 49.5 (0.1) |
– | 36.9 | 10 | 36.7 (0.2) | 10 | 36.9 (0.0) |
* | 21.5 | 11 | 22.3 (− 0.8) | 11 | 21.5 (0.0) |
2.02–2.10 m and * | 27.2 | 12 | 26.9 (0.3) | 12 | 23.8 (3.4) |
1.58–1.69 m | 37.1 | 13 | 36.8 (0.3) | 13 | 47.2 (− 10.1) |
– | 42.7 | 14 | 43.3 (− 0.6) | 14 | 42.3 (0.4 ) |
1.58–1.69 m and * | 27.3 | 15 | 28.1 (− 0.8) | 15 | 32.3 (− 5.0) |
* | 34.9 | 16 | 34.5 (0.4) | 16 | 21.9 (13.0) |
– | 43.0 | 17 | 42.4 (0.6) | 18 | 44.4 (− 1.4) |
1.84 t | 49.5 | 18 | 47.9 (1.6) | 17 | 52.3 (− 2.8) |
2.59 dt | 52.6 | 19 | 51.9 (0.7) | 21 | 52.5 (0.1) |
– | 212.9 | 20 | 209.5 (3.4) | 22 | 209.5 (3.4) |
2.02–2.10 m and * | 27.7 | 21 | 27.9 (− 0.2) | 20 | 26.6 (1.1) |
* | 39.8 | 22 | 39.7 (0.1) | 19 | 39.8 (0.0) |
1.03 s | 21.0 | 23 | 21.1 (− 0.1) | 23 | 21.1 (− 0.1) |
1.07 s | 26.7 | 24 | 26.5 (0.2) | 24 | 26.5 (0.2) |
0.92 s | 16.0 | 25 | 18.7 (− 2.7) | 25 | 17.7 (− 1.7) |
1.06 s | 15.7 | 26 | 17.2 (− 1.5) | 26 | 17.7 (− 2.0) |
0.98 s | 14.4 | 27 | 15.3 (− 0.9) | 27 | 18.8 (− 4.4) |
0.79 s | 18.0 | 28 | 18.5 (− 0.5) | 28 | 15.9 (2.1) |
2.16 s | 29.2 | 29 | 28.3 (0.9) | 29 | 29.6 (− 0.4) |