Spektraris NMR
13-Oxobaccatin III
Common Name: 13-Oxobaccatin III
Synonyms: 13-Ketobaccatin III
CAS Registry Number: 32981-89-8
InChI: InChI=1S/C31H36O11/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/h7-11,20-21,23-24,26,35,38H,12-14H2,1-6H3/t20-,21+,23+,24-,26-,29+,30-,31+/m0/s1
InChIKey: InChIKey=WLVIMVFOCWYPHD-KSGSGGQMSA-N
Formula: C31H46O11
Molecular Weight: 584.61
Exact Mass: 594.304
NMR Solvent: CDCl3
MHz: 500.0
Calibration: TMS for proton residual solvent for carbon 77.0 ppm.
NMR references: Manli Zhang, Xinhua Lu, Jing Zhang, Shaoxia Zhang, Mei Dong, Changhong Huo, Qingwen Shi, Yucheng Gu, and Bin Cong (2010). Taxanes from the leaves of Taxus cuspidata. Chemistry of Natural Compounds 46, 53–58.
Species: Taxus
Notes: Carbon assignments missing for carbonyl on benzoyl functionality and quarternary carbon on aromatic ring.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.68 | d | 7 |
| 3 | 3.93 | d | 7 |
| 5 | 4.96 | br d | 8 |
| 6a | 1.88 | m | |
| 6b | 2.57 | m | |
| 7 | 4.46 | br t | 8 |
| 10 | 6.46 | s | |
| 14a | 2.7 | d | 20 |
| 14b | 2.97 | d | 20 |
| 16 | 1.25 | s | |
| 17 | 1.74 | s | |
| 18 | 2.08 | s | |
| 19 | 1.16 | s | |
| 20a | 4.14 | d | 8 |
| 20b | 4.35 | d | 8 |
| OAc | 1.98 | s | |
| OAc | 2.31 | s | |
| Bz-2 o | 8.08 | d | 8 |
| Bz-2 m | 7.5 | t | 7.5 |
| Bz-2 p | 7.65 | t | 7.5 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 79.4 |
| 2 | 77 |
| 3 | 46 |
| 4 | 81.4 |
| 5 | 84.8 |
| 6 | 36.1 |
| 7 | 72.8 |
| 8 | 60.2 |
| 9 | 209.2 |
| 10 | 73.4 |
| 11 | 155.5 |
| 12 | 135.6 |
| 13 | 199.2 |
| 14 | 43 |
| 15 | 44.4 |
| 16 | 18.8 |
| 17 | 30.2 |
| 18 | 14.3 |
| 19 | 9.4 |
| 20 | 77.2 |
| OAc | 21.8 |
| OAc | 170.5 |
| OAc | 22.1 |
| OAc | 171.4 |
| Bz-2 o | 131.1 |
| Bz-2 m | 129.2 |
| Bz-2 p | 134.5 |
