Spektraris NMR
14β-Benzoyloxybaccatin IV
Common Name: 14β-Benzoyloxybaccatin IV
Synonyms:
CAS Registry Number: 705973-67-7
InChI: InChI=1S/C39H48O16/c1-18-28-30(51-21(4)42)32(52-22(5)43)37(10)26(49-19(2)40)16-27-38(17-48-27,55-24(7)45)31(37)34(53-23(6)44)39(47,36(28,8)9)33(29(18)50-20(3)41)54-35(46)25-14-12-11-13-15-25/h11-15,26-27,29-34,47H,16-17H2,1-10H3/t26-,27+,29+,30+,31-,32-,33-,34-,37+,38-,39+/m0/s1
InChIKey: InChIKey=VYMBRMWJTFHPGO-LNZPRBBBSA-N
Formula: C39H48O16
Molecular Weight: 772.79
Exact Mass: 772.2942
NMR Solvent: acetone-d6
MHz: 400.0
Calibration: Not mentioned in reference.
NMR references: Wang, F.-S., Peng, L.-Y., Zhao, Y., Xu, G., Zhao, Q.-S., and Sun, H.-D. (2004). Three New Oxetane-Ring-Containing Taxoids from Taxus chinensis. J. Nat. Prod. 67, 905–907.
Species: Taxus
Notes: Relative stereochemistry not reported for protons at position 6.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.77 | d | 6 |
| 3 | 3.18 | d | 6 |
| 5 | 4.99 | d | 9 |
| 6 | 2.15 | m | |
| 6 | 1.75 | m | |
| 7 | 5.57 | dd | 9.7, 7.8 |
| 9 | 6.05 | d | 11.3 |
| 10 | 6.18 | d | 11.3 |
| 13 | 6.36 | d | 6.3 |
| 14 | 5.71 | d | 6.3 |
| 16 | 1.43 | s | |
| 17 | 1.75 | s | |
| 18 | 2.01 | s | |
| 19 | 1.58 | s | |
| 20 | 4.53 | d | 7.9 |
| 20 | 4.18 | d | 7.9 |
| OCOPh o | 8.05 | d | 8 |
| OCOPh m | 7.5 | t | 7.8 |
| OCOPh p | 7.62 | t | 7.4 |
| OAc | 2.15 | s | |
| OAc | 2.12 | s | |
| OAc | 2.11 | s | |
| OAc | 2.02 | s | |
| OAc | 1.99 | s | |
| OAc | 1.97 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 78.3 |
| 2 | 71.7 |
| 3 | 47.6 |
| 4 | 81.7 |
| 5 | 84.3 |
| 6 | 35.4 |
| 7 | 72.5 |
| 8 | 46.7 |
| 9 | 73.4 |
| 10 | 71.3 |
| 11 | 136.5 |
| 12 | 138.6 |
| 13 | 75.4 |
| 14 | 72.7 |
| 15 | 45.3 |
| 16 | 28.4 |
| 17 | 24 |
| 18 | 15.2 |
| 19 | 12.9 |
| 20 | 76.6 |
| OCOPh | 165.7 |
| OCOPh i | 131.1 |
| OCOPh o | 130.6 |
| OCOPh m | 129.3 |
| OCOPh p | 133.7 |
| OAc | 171.4 |
| OAc | 171.1 |
| OAc | 171 |
| OAc | 170.9 |
| OAc | 170.7 |
| OAc | 170.3 |
| OAc | 23 |
| OAc | 21.4 |
| OAc | 21.4 |
| OAc | 21.4 |
| OAc | 21 |
| OAc | 20.8 |
