Spektraris NMR
Baccatin III
Common Name: Baccatin III
Synonyms:
CAS Registry Number: 27548-93-2
InChI: InChI=1S/C31H38O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,20(35)12-21-30(24,14-39-21)42-17(3)33)25(36)23(40-16(2)32)22(15)28(31,4)5/h7-11,19-21,23-24,26,34-35,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24-,26-,29+,30-,31+/m0/s1
InChIKey: InChIKey=OVMSOCFBDVBLFW-VHLOTGQHSA-N
Formula: C31H38O11
Molecular Weight: 586.628
Exact Mass: 586.2414
NMR Solvent: CDCl3
MHz: 100.0
Calibration: TMS
NMR references: Miller, R.W., Powell, R.G., Smith, C.R., Arnold, E., and Clardy, J. (1981). Antileukemic alkaloids from Taxus wallichiana Zucc. J. Org. Chem. 46, 1469–1474.
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: Carbon at position 16 may have been mis-assigned in reference.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.58 | d | 7 |
| 3 | 3.84 | d | 7 |
| 5 | 4.94 | dd | 8, 2 |
| 6 | 2.4 | m | |
| 7 | 4.4 | m | |
| 10 | 6.23 | s | |
| 13 | 6.18 | br t | 9 |
| 14 | 2.4 | m | |
| 16 | 1.08 | s | |
| 17 | 1.08 | s | |
| 18 | 2.01 | d | 1 |
| 19 | 1.63 | s | |
| 20 | 4.11 | d | 8 |
| 20 | 4.25 | d | 8 |
| OBz | 7.46 | m | |
| OBz | 8.05 | dd | 8, 2 |
| OAc | 2.2 | s | |
| OAc | 2.24 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 75.3 |
| 2 | 79.2 |
| 3 | 46.3 |
| 4 | 81 |
| 5 | 84.7 |
| 6 | 38.8 |
| 7 | 72.3 |
| 8 | 58.8 |
| 9 | 204.4 |
| 10 | 76.6 |
| 11 | 132.1 |
| 12 | 146.6 |
| 13 | 68 |
| 14 | 35.7 |
| 15 | 42.8 |
| 16 | 20.9 |
| 17 | 27 |
| 18 | 15.6 |
| 19 | 9.5 |
| 20 | 76.4 |
| OAc CH3 | 20.9 |
| OAc CH3 | 22.6 |
| OAc C=O | 170.9 |
| OAc C=O | 171.6 |
| OBz C=O | 167.3 |
| OBz 1' | 129.6 |
| OBz 2' | 128.8 |
| OBz 3' | 130.3 |
| OBz 4' | 133.9 |
