Spektraris NMR
Baccatin IV
Common Name: Baccatin IV
Synonyms:
CAS Registry Number: 57672-77-2
InChI: InChI=1S/C32H44O14/c1-14-21(41-15(2)33)12-32(39)28(45-19(6)37)26-30(10,22(42-16(3)34)11-23-31(26,13-40-23)46-20(7)38)27(44-18(5)36)25(43-17(4)35)24(14)29(32,8)9/h21-23,25-28,39H,11-13H2,1-10H3/t21-,22-,23+,25+,26-,27-,28-,30+,31-,32+/m0/s1
InChIKey: InChIKey=CCJGGIKEFAWREN-WBPIOOJSSA-N
Formula: C32H44O14
Molecular Weight: 652.68
Exact Mass: 652.2731
NMR Solvent: acetone-d6; CDCl3
MHz: 400.0
Calibration: TMS
NMR references: Fu-Sheng, W., Li-Yan, P., Yu, Z., Kun, G., Qin-Shi, Z., and Han-Dong, S. (2003). Taxoids from the leaves and stems of Taxus chinensis. Acta Botanica Yunnanica 25, 369–376.
Rojas, A.C., De Marcano, D., Méndez, B., and de Méndez, J. (1983). Carbon-13 NMR spectra of taxane-type diterpenes: Oxiranes and oxetanes. Org. Magn. Reson. 21, 257–260.
Species: Taxus
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.65 | d | 5.7 |
| 3 | 3.01 | d | 5.7 |
| 5 | 4.92 | d | 8.1 |
| 6α | 1.73 | m | |
| 6β | 2.4 | m | |
| 7 | 5.48 | dd | 9.7, 7.8 |
| 9 | 6 | d | 11.3 |
| 10 | 6.08 | d | 11.3 |
| 13 | 6.09 | m | |
| 14 | 2.18 | m | |
| 16 | 1.17 | s | |
| 17 | 1.66 | s | |
| 18 | 1.94 | s | |
| 19 | 1.53 | s | |
| 20α | 4.47 | d | 7.8 |
| 20β | 4.14 | d | 7.8 |
| OAc | 2.19 | s | |
| OAc | 2.14 | s | |
| OAc | 2.09 | s | |
| OAc | 2.08 | s | |
| OAc | 2.01 | s | |
| OAc | 1.98 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 75.2 |
| 2 | 78.8 |
| 3 | 47.4 |
| 4 | 81.4 |
| 5 | 84.1 |
| 6 | 34.5 |
| 7 | 72.9 |
| 8 | 45.8 |
| 9 | 71.9 |
| 10 | 69.6 |
| 11 | 133.8 |
| 12 | 141.4 |
| 13 | 70.4 |
| 14 | 35.1 |
| 15 | 42.9 |
| 16 | 22.3 |
| 17 | 28.3 |
| 18 | 15 |
| 19 | 12.7 |
| 20 | 76.5 |
| OAc-CH3 | 20.8 |
| OAc-CH3 | 20.9 |
| OAc-CH3 | 21.2 |
| OAc-CH3 | 21.4 |
| OAc-CH3 | 21.4 |
| OAc-CH3 | 22.8 |
| OAc-C=O | 169.1 |
| OAc-C=O | 169.5 |
| OAc-C=O | 170.1 |
| OAc-C=O | 170.4 |
| OAc-C=O | 170.6 |
| OAc-C=O | 172 |
