Table 2.
1H (500 MHz) and 13C NMR (125 MHz) Data for 4–5 in DMSO-d6.
| No | 4 | 5 | 6 | 7 | ||||
|---|---|---|---|---|---|---|---|---|
| δC, type | δH (J in Hz) | δC, type | δH (J in Hz) | δC, type | δH (J in Hz) | δC, type | δH (J in Hz) | |
| 1 | 11.13, br s | 11.18, br s | 11.17, br s | 11.20, br s | ||||
| 2 | 124.6, CH | 7.15, d, 1 H (2.3) | 124.7, CH | 7.17, d, 1 H (2.2) | 125.3, CH | 7.28, s, 1 H | 125.8, C | 7.29, s |
| 3 | 108.5, C | 107.9, C | 108.3, C | 108.4, C | ||||
| 3a | 127.0, C | 127.0, C | 126.5, C | 126.8, C | ||||
| 4 | 119.0, CH | 7.54, d, 1 H (8.0) | 118.9, CH | 7.53, d, 1 H (8.0) | 120.2, CH | 7.62, d, 1 H (8.0) | 120.4, CH | 7.58, d, 1 H (8.0) |
| 5 | 118.7, CH | 6.97, dd, 1 H (8.0, 8.0) | 118.8, CH | 6.97, dd, 1 H (7.8, 7.2) | 118.9, CH | 6.98, dd, 1 H (7.5, 7.5) | 119.5, CH | 7.00, dd, 1 H (7.3, 7.7) |
| 6 | 120.9, CH | 7.05, dd, 1 H (7.2, 7.8) | 120.9, CH | 7.06, dd, 1 H (7.2, 7.9) | 121.0, CH | 7.07, dd, 1 H (7.3, 7.7) | 121.5, CH | 7.08, dd, 1 H (7.2, 7.9) |
| 7 | 111.4, CH | 7.34, d, 1 H (8.1) | 111.4, CH | 7.35, d, 1 H (8.1) | 111.5, CH | 7.36, d, 1 H (8.1) | 112.1, CH | 7.37, d, 1 H (8.1) |
| 7a | 135.7, C | 135.7, C | 136.3, C | 136.8, C | ||||
| 8 | 78.7, CH | 4.88, s, 1 H | 77.9, CH | 4.94, s, 1 H | 79.2, CH | 4.78, s, 1 H | 79.4, CH | 4.85, s, 1 H |
| 1′ | 87.4, C | 92.4, C | 86.8, C | 92.3, C | ||||
| 3′ | 155.6, C | 155.6, C | 156.6, C | 156.6, C | ||||
| 5′ | 171.8, C | 169.2, C | 173.7, C | 171.4, C | ||||
| 2′-NCH3 | 25.5, CH3 | 3.00, s, 3 H | 25.6, CH3 | 3.02, s, 3 H | 25.6, CH3 | 2.22, s, 3 H | 26.1, CH3 | 2.33, s, 3 H |
| 4′-NCH3 | 23.9, CH3 | 2.54, s, 3 H | 23.9, CH3 | 2.60, s, 3 H | 24.2, CH3 | 2.86, s, 3 H | 24.7, CH3 | 2.90, s, 3 H |
| 8-OCH3 | 57.3, CH3 | 3.20, s, 3 H | 57.1, CH3 | 3.19, s, 3 H | 57.0, CH3 | 3.18, s, 3 H | 57.6, CH3 | 3.19, s, 3 H |
| 1′-OH | 6.96, s | 6.94, s | ||||||
| 1′-OCH3 | 51.3, CH3 | 3.03, s, 3 H | 51.8, CH3 | 3.01, s, 3 H | ||||