Table 1 NMR spectroscopic data for compound 1a and 1b.
No. | 1a | No. | 1b | ||
---|---|---|---|---|---|
δ Ca,b | δ Ha,c (J in Hz) | δ Ca,b | δ Ha,c (J in Hz) | ||
1 | 81.5 (d) | 3.35 (1H, dd, 5.5, 9.5) | 1 | 81.5 (d) | 3.36 (1H, dd, 5.4, 10.9) |
2 | 30.5 (t) | 1.88 (1H, overlapped) 1.62 (1H, m) | 2 | 30.8 (t) | 1.99 (1H, overlapped) 1.72 (1H, m) |
3 | 39.3 (t) | 1.49 (1H, overlapped) 1.28 (1H, dt, 4.3, 9.5) | 3 | 39.1 (t) | 1.46 (1H, overlapped) 1.32 (1H, dt, 4.1, 9.6) |
4 | 33.0 (s) | − | 4 | 33.0 (s) | − |
5 | 52.4 (d) | 0.98 (1H, dd, 1.7, 10.7) | 5 | 51.7 (d) | 1.11 (1H, dd, 2.0, 12.0) |
6 | 28.3 (t) | 2.00 (1H, q, 12.5) 1.88 (1H, overlapped) | 6 | 25.4 (t) | 1.99 (2H, overlapped) |
7 | 73.7 (d) | 5.12 (1H, m) | 7 | 76.4 (d) | 5.37 (1H, dd, 4.5, 11.8) |
8 | 61.5 (s) | − | 8 | 61.0 (s) | − |
9 | 56.4 (d) | 1.83 (1H, d, 8.4) | 9 | 55.5 (d) | 1.77 (1H, d, 8.5) |
10 | 45.8 (s) | − | 10 | 45.8 (s) | − |
11 | 19.6 (t) | 2.89 (1H, dd, 5.2, 10.8) 1.49(1H, overlapped) | 11 | 19.5 (t) | 2.86 (1H, dd, 5.1, 11.9) 1.46 (1H, overlapped) |
12 | 31.8 (t) | 2.13 (1H, m) 1.73 (1H, m) | 12 | 31.8 (t) | 1.84 (1H, dt, 3.8, 12.3) 1.66 (1H, m) |
13 | 44.1 (d) | 3.09 (1H, br.s) | 13 | 44.1 (d) | 3.09 (1H, br.s) |
14 | 78.2 (d) | 6.00 (1H, br.s) | 14 | 75.0 (d) | 4.80 (1H, br.s) |
15 | 207.0 (s) | − | 15 | 205.9 (s) | − |
16 | 146.3 (s) | − | 16 | 146.9 (s) | − |
17 | 117.9 (t) | 6.15 (1H, s) 5.38 (1H, s) | 17 | 116.5 (t) | 6.14 (1H, s) 5.42 (1H, s) |
18 | 33.3 (q) | 0.88 (3H, s) | 18 | 33.0 (q) | 0.91 (3H, s) |
19 | 21.3 (q) | 0.81 (3H, s) | 19 | 21.3 (q) | 0.81 (3H, s) |
20 | 63.9 (t) | 4.60 (1H, d, 13.6) 4.54 (1H, d, 13.6) | 20 | 64.1 (t) | 4.57 (1H, d, 13.4) 4.43 (1H, d, 13.4) |
20-OAc | 171.3 (s) | − | 20-OAc | 170.7 (s) | − |
20-OAc | 21.5 (q) | 2.16 (3H, s) | 20-OAc | 21.6 (q) | 2.17 (3H, s) |
14-OAc | 170.2 (s) | − | 7-OAc | 168.3 (s) | − |
14-OAc | 21.6 (q) | 1.99 (3H, s) | 7-OAc | 21.3 (q) | 2.00 (3H, s) |
7-OH | − | 2.45 (1H, d, 6.6) | 14-OH | − | 3.97 (1H, s) |
1-OH | − | 1.39 (1H, d, 5.5) | 1-OH | − | 1.41 (1H, d, 5.4) |