Table 3.
1H NMR spectroscopic data for 3–5
No. | 3 a | 4 a | 5 b |
---|---|---|---|
1α | 2.01, ddd (14.7, 10.5, 6.4) | 1.94, m | 2.18, ddd (14.1, 8.1, 6.8) |
1β | 2.29, brdd (14.7, 7.3) | 1.64, m | 2.33, dd (14.1, 8.7) |
2α | 4.56, ddd (10.5, 7.3, 2.6) | 2.31–2.37, overlap | 4.69, td (8.4, 4.0) |
2β | 2.31–2.37, overlap | ||
3 | 6.72, brs | 7.05, t (3.7) | 6.45, d (4.0) |
6 | 6.58, d (10.4) | 5.56, t (5.8) | 4.45, brd (2.4) |
7α | 6.55, d (10.4) | 2.22–2.27, m | 1.91, ddd (14.1, 4.0, 2.4) |
7β | 2.02/2.02, d (12.6/11.9) | 1.55, ddd (14.1, 12.1, 1.7) | |
8 | 2.23, overlap/2.28, d (5.3) | 3.35, overlap | |
10 | 2.52, dd (6.4, 1.7) | 1.84, t (6.1) | 2.21, d (6.8) |
11pro-R* | 1.97, dd (13.3, 8.7) | 6.50/6.53, d (16.4) | 2.00, dd (14.1, 11.6) |
11pro-S* | 2.31, dd (13.3, 8.0) | 2.12, dd (14.1, 6.1) | |
12 | 5.59, dd (8.7, 8.0) | 6.36/6.37, d (16.4) | 5.49, dd (11.4, 5.9) |
14 | 6.41, d (1.2) | 5.92/5.93, s | 6.51, brd (1.2) |
15 | 7.43, t (1.4) | 7.51, t (1.7) | |
16 | 7.47, brs | 6.31/6.26, s | 7.59, brs |
19 | 1.55, s | 1.37, s | 1.47, s |
20 | 0.95, s | 1.29, s | 0.97, s |
OMe | 3.73, s | 3.74, s | 3.74, s |
CH3CO | 2.12, s | ||
12-OH | |||
16-OH | |||
1′ | 4.44, d (7.9) | ||
2′ | 3.14, dd (9.1, 7.9) | ||
3′ | 3.34, t (8.9) | ||
4′ | 3.26, t (9.0) | ||
5′ | 3.29, m | ||
6′ | 3.65, dd (11.8, 5.8) 3.87, dd (11.8, 1.9) |
aMeasured in CDCl3 (δ H 7.26 ppm)
bMeasured in methanol-d 4 (δ H 3.30 ppm)