Spektraris NMR
Baccatin V
Common Name: Baccatin V
Synonyms: 7-epi-baccatin III
CAS Registry Number: 31077-81-3
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-QZDKRUOYSA-N
Formula: C31H38O11
Molecular Weight: 586.63
Exact Mass: 586.2414
NMR Solvent: CDCl3
MHz: 500.0
Calibration: TMS
NMR references: Zhan, J., Zhang, Y., Ning, L., Ye, M., Guo, H., and Guo, D. Microbial transformation of taxol by Pseudomonas aeruginosa AS 1.860. Chinese Journal of Applied & Environmental Biology 9, 429–432.
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: Relative stereochemistry not reported for protons at positions 6 and 14.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.72 | d | 7.5 |
| 3 | 4.03 | d | 7.5 |
| 5 | 4.95 | dd | 9, 3.5 |
| 6 | 2.3 | m | |
| 6 | 2.35 | m | |
| 7 | 3.69 | m | |
| 10 | 6.83 | s | |
| 13 | 4.83 | m | |
| 14 | 2.27 | m | |
| 14 | 2.34 | m | |
| 16 | 1.12 | s | |
| 17 | 1.07 | s | |
| 18 | 2.01 | s | |
| 19 | 1.64 | s | |
| 20 | 4.34 | d | 8 |
| 20 | 4 | d | 8.5 |
| 2 - OCOC6H5 | 8.25 | d | 7 |
| 2 - OCOC6H5 | 7.5 | t | 2.5 |
| 2 - OCOC6H5 | 7.62 | d | 7.5 |
| 4 - OCOCH3 | 2.37 | s | |
| 10 - OCOCH3 | 2.21 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 75.4 |
| 2 | 79.1 |
| 3 | 40.7 |
| 4 | 81.9 |
| 5 | 82.7 |
| 6 | 39 |
| 7 | 75.8 |
| 8 | 57.7 |
| 9 | 207.9 |
| 10 | 77.7 |
| 11 | 132.1 |
| 12 | 144.4 |
| 13 | 67.6 |
| 14 | 35.4 |
| 15 | 42.2 |
| 16 | 20.4 |
| 17 | 26.4 |
| 18 | 15.6 |
| 19 | 16.3 |
| 20 | 75.8 |
| OAc | 20.9 |
| OAc | 22.6 |
| OAc | 169.8 |
| OAc | 172.6 |
| OBz C=O | 167.2 |
| OBz 1' | 129.7 |
| OBz 2' | 128.8 |
| OBz 3' | 130.3 |
| OBz 4' | 133.9 |
