Table 3.
NMR Spectroscopic Data for the Hydrogenation Product of Pyridinopyrone B (600 MHz for 1H, 150 MHz for 13C in acetone-d6)a
| C# | δC | δH mult (J in Hz) | COSY | HMBC c |
|---|---|---|---|---|
| 1 | 164.5, C | |||
| 2 | 99.3, C | |||
| 3 | 166.0, C | |||
| 4 | 94.2, CH | 6.39, s | 2, 3, 5, 6 | |
| 5 | 164.3, C | |||
| 6 | 33.3, CH2 | 2.51, t (7.8) | 7 | 4, 5, 7, 8 |
| 7 | 27.1, CH2 | 1.64, mb | 6, 8 | 5, 6, 8, 9 |
| 8 | 26.1, CH2 | 1.34, mb | 7, 9 | 6, 7, 9, 10 |
| 9 | 36.2, CH2 | 1.16, 1.35, mb | 8, 10 | 7, 8, 10, 11, 10-CH3 |
| 10 | 32.1, CH | 1.45, m | 9, 11 | 8, 9, 11, 10-CH3 |
| 11 | 36.2, CH2 | 1.16, 1.35, mb | 10, 12 | 9, 10, 12, 13 10-CH3 |
| 12 | 28.3, CH2 | 1.60, mb | 11, 13 | 10, 11, 13, 3' |
| 13 | 32.5, CH2 | 2.61, m | 12 | 11, 12, 2', 3', 4' |
| 2' | 150.2, CH | 8.45, s | 13, 3', 4', 6' | |
| 3' | 137.8, C | |||
| 4' | 135.5, CH | 7.61, d (7.8) | 5' | 13, 2', 6' |
| 5' | 123.3, CH | 7.27, dd (7.8, 4.2) | 4', 6' | 3', 6' |
| 6' | 147.3, CH | 8.40, d (4.2) | 5' | 2', 4', 5' |
| 2-CH3 | 7.6, CH3 | 1.80, s | 1, 2, 3 | |
| 3-OCH3 | 55.9, CH3 | 3.94, s | 3 | |
| 10-CH3 | 19.1, CH3 | 0.87, d (7.2) | 9, 10, 11 |
Assignments made by interpretation of COSY, HSQC and HMBC data.
Signals obscured by overlap,
HMBC correlations are from the proton(s) stated to the carbon indicated.