Table 3.
13C NMR spectroscopic data of 1–5 (δC, type)a.
Pos. | 1b | 2c | 3b | 4c | 5b |
---|---|---|---|---|---|
2 | 76.4 CH | 73.3 CH | 77.0 CH | 153.5 CH | 152.1 CH |
3 | 67.8 C | 45.2 CH | 66.6 C | 124.6 C | 125.1 C |
4 | 191.3 C | 189.6 C | 189.2 C | 175.2 C | 175.8 C |
5 | 107.7 CH | 109.1 CH | 107.3 CH | 105.4 CH | 104.9 CH |
6 | 144.7 C | 145.2 C | 148.6 C | 149.2 C | 148.2 C |
7 | 150.9 C | 150.7 C | 195.4 C | 154.9 C | 153.8 C |
8 | 109.9 C | 110.9 C | 60.2 C | 101.7 CH | 100.6 CH |
9 | 152.0 C | 152.8 C | 174.6 C | 153.0 C | 152.3 C |
10 | 110.3 C | 112.1 C | 106.9 C | 118.3 C | 117.8 C |
11 | 64.1 CH2 | 67.2 CH2 | 63.2 CH2 | ||
1' | 109.5 C | 107.1 C | 109.5 C | 127.4 C | 124.5 C |
2' | 149.6 C | 149.7 C | 149.4 C | 110.5 CH | 112.6 CH |
3' | 99.2 CH | 99.3 CH | 99.2 CH | 148.4 C | 148.9 C |
4' | 149.4 C | 148.7 C | 149.6 C | 148.3 C | 149.1 C |
5' | 142.4 C | 142.9 C | 142.5 C | 108.8 CH | 111.2 CH |
6' | 106.0 CH | 107.2 CH | 105.5 | 123.2 CH | 121.0 CH |
1"/1a" | 115.8 CH | 116.4 CH | 38.4 CH2 | 66.8 CH2 | 66.4 CH2 |
2"/2a" | 129.1 CH | 130.1 CH | 117.4 CH | 120.0 CH | 118.6 CH |
3"/3a" | 78.6 C | 78.6 C | 135.7 C | 139.2 C | 139.4 C |
4"/4a" | 28.6 CH3 | 28.6 CH3 | 25.9 CH3 | 25.8 CH3 | 25.1 CH3 |
5"/5a" | 28.3 CH3 | 28.1 CH3 | 18.0 CH3 | 18.3 CH3 | 18.5 CH3 |
1b" | 39.2 CH2 | ||||
2b" | 116.3 CH | ||||
3b" | 135.6 C | ||||
4b" | 25.4 CH3 | ||||
5b" | 17.8 CH3 | ||||
OCH3-6 | 56.5 CH3 | 56.5 CH3 | 55.8 CH3 | 56.3 CH3 | 56.5 CH3 |
OCH3-3' | 56.1 CH3 | ||||
OCH3-4' | 56.1 CH3 | ||||
OCH2O- 3',4' |
102.1 CH2 | ||||
OCH2O- 4',5' |
101.5 CH2 | 102.1 CH2 | 101.6 CH2 |
CH3, CH2, CH, and C multiplicities were determined by DEPT 90, DEPT 135, and HSQC experiments
Data (δ) measured in CDCl3 at 100.61 MHz (Bruker DRX) and referenced to the solvent residual peak at δ 77.16 [21]
Data (δ) measured in acetone-d6 at 176.05 MHz (Bruker DRX) and referenced to the solvent residual peak at δ 29.84 [21]