Table 2.
13C NMR spectroscopic data of 1, 3, 4, 5 and 7 a. δC in ppm.
| DA (1)25 | 3 | synthetic 4 | 5 | 7 | ||||
|---|---|---|---|---|---|---|---|---|
| δC | δC b | HMBC | δC | δC b | HMBC | δC b | HMBC | |
| 2 | 67.1 | 67.5 | 5β, 6a, 6b, | 62.7 | 66.6 | 5β, 6b, | 66.7 | 3, 5, 6a, 6b |
| 3 | 44.6 | 43.3 | 2, 4, 5α, 5β, 6a, 6b | 27.4 | 44.4 | 2, 4, 5β, 6b | 68.5 | 2, 6a, 6b |
| 4 | 42.7 | 49.0 | 5α, 5β, 6a, 6b, 2′, 8′ | 115.9 | 42.7 | 2, 5α, 5β, 6b, 8′ | 115.8 | 5, 2′, 8′ |
| 5 | 49.1 | 47.9 | 2, 3, 4 | 46.1 | 48.4 | 3 | 46.0 | 2, 4 |
| 6 | 35.4 | 34.8 | 2, 3, 4 | 32.2 | 35.2 | 2, 3 | 41.3 | 2 |
| 7 | 177.5 | 175.7 | 3, 6 | 177.7 | 176.0 | 6a, 6b | 175.3 | 3, 6a, 6b |
| 8 | 174.9 | 173.4 | 2, 3 | 173.6 | 173.3 | 2, 3 | 172.0 | 2 |
| 1′ | 133.8 | 131.2 | 4, 5α, 5β, 3′, 8′ | 148.3 | 133.8 | 3′a, 3′b, 8′ | 148.2 | 5, 2′, 8′ |
| 2′ | 132.8 | 128.7 | 4, 3′, 8′ | 41.5 | 131.8 | 3′a, 3′b, 4′, 8′ | 41.3 | 4, 3′, 8′ |
| 3′ | 128.6 | 28.5 | 2′, 4′ | 28.0 | 28.0 | 2′, 4′ | 27.8 | 2′, 4′, 5′ |
| 4′ | 135.2 | 123.8 | 2′, 3′, 6′, 7′ | 125.5 | 124.5 | 2′, 3′a, 3′b, 6′, 7′ | 125.2 | 2′, 3′, 6′, 7′ |
| 5′ | 44.9 | 133.4 | 3′, 6′, 7′ | 133.8 | 136.8 | 3′a, 3′b, 6′, 7′ | 133.5 | 3′, 6′, 7′ |
| 6′ | 18.6 | 18.4 | 4′, 7′ | 18.6 | 13.8 | 4′, 7′ | 18.5 | 4′, 7′ |
| 7′ | 23.5 | 26.4 | 4′, 6′ | 26.7 | 68.9 | 4′, 6′ | 26.5 | 4′, 6′ |
| 8′ | 181.9 | 17.5 | 2′, 4 | 17.5 | 22.6 | 2′ | 17.3 | 4, 2′ |
aSpectra were measured at 151 MHz in CD3OD.
bChemical shifts were roughly determined based on the cross peaks in HMBC spectra.