Table 1. 1H (500 MHz) and 13C (150 MHz) NMR Data for Compounds 1–3 in DMSO-d6.
1 |
2 |
3 |
||||
---|---|---|---|---|---|---|
position | δC, type | δH (J in Hz) | δC, type | δH (J in Hz) | δC,a type | δH (J in Hz) |
1 | 199.5, C | 198.1, C | 197.7, C | |||
2 | 49.6, C | 48.6, C | 49.9, C | |||
3 | 43.9, CH | 3.62b | 42.2, CH | 4.09 m | 41.8, CH | 4.16 br s |
4 | 127.6, CH | 5.36 ddd (10.2, 4.7, 2.1) | 128.3, CH | 5.34 ddd (10.0, 5.2, 2.6) | 128.2, CH | 5.38 br s |
5 | 130.5, CH | 5.42 d (10.2) | 130.0, CH | 5.27 d (10.0) | 130.4, CH | 5.38 br s |
6 | 38.4, CH | 1.77b | 33.3, CH | 2.10 t (10.7) | 38.5, CH | 1.67 m |
7 | 37.0, CH2 | 0.76 q (12.0) | 46.4, CH2 | 1.04 d (11.5) | 37.1, CH2 | 0.71 q (11.8) |
1.86 d (12.0) | 1.59 d (11.5) | 1.82 d (11.8) | ||||
8 | 41.4, CH | 1.46* | 68.1, C | 3.91 s (OH) | 41.2, CH | 1.44 m |
9 | 30.4, CH2 | 0.99 q (12.0) | 40.1, CH2 | 1.30 m | 30.5, CH2 | 0.95 br d (13.8) |
1.75 m | 1.50 d (12.9) | 1.69 m | ||||
10 | 27.7, CH2 | 0.89 q (12.0) | 22.9, CH2 | 1.10 m | 27.2, CH2 | 0.73b |
1.96 br s | 1.61 br d (11.9) | 1.92 br d (10.0) | ||||
11 | 40.6, CH | 1.54 m | 40.4, CH | 1.43 m | 40.4, CH | 1.48 m |
12 | 14.4, CH3 | 1.30 s | 14.7, CH3 | 1.24 s | 14.6, CH3 | 1.24 s |
13 | 132.6, CH | 5.14 m | 134.3, CH | 5.14 dd (15.4,6.9) | 132.9, CH | 5.30 dd (15.4, 7.0) |
14 | 125.8, CH | 5.14 m | 123.1, CH | 5.07 dq (15.4, 6.0) | 130.5, CH | 5.22 dt (15.4, 5.4) |
15 | 18.3, CH3 | 1.48 d (4.8) | 18.1, CH3 | 1.46 d (5.6) | 62.1, CH2 | 3.74 br s |
16 | 67.0, CH2 | 3.20 d (11.6) | 31.8, CH3 | 1.08 s | 67.0, CH2 | 3.21 br d (4.2) |
3.23 d (11.6) | ||||||
2′ | 178.6, C | 175.0, C | 175.4, C | |||
3′ | 101.2, C | 101.5, C | ND | |||
4′ | 191.2, C | 188.5, C | 189.2, C | |||
5′ | 62.5, CH | 3.64 m | 64.7, CH | 3.21 br s | 65.3, CH (A) | 3.19b (A) |
72.8, CH (B) | 3.42 dd (10.9, 5.7) (B) | |||||
6′ | 62.8, CH2a | 3.47 dd (11.1, 5.0) | 61.8, CH2 | 3.54 dd (10.5, 5.1) | 62.2, CH2 (B) | 3.36b (a) |
3.63 dd (11.1, 2.8) | 3.66 dd (10.5, 2.3) | 3.29 dd (10.8, 5.7) (b) | ||||
63.4, CH2 (A) | 3.67 dd (10.8, 3.0) (a) | |||||
3.54 dd (10.8, 5.0) (b) | ||||||
NCH3 | 27.0, CH3 | 2.77 s | 27.6, CH3 | 2.77 s | ||
OH-16 | 4.36 br s | 4.32 br s | ||||
OH-15 | 4.38 br s |
δC determined by 2D experiments,
Superposed with another signal; δH determined by analysis of 2D experiments.