Spektraris NMR
10-Deacetyl-10-glycolylbaccatin IV
Common Name: 10-Deacetyl-10-glycolylbaccatin IV
Synonyms: 10-Deacetyl-10β-O-glycolylbaccatin IV
CAS Registry Number: 287474-27-5
InChI: InChI=1S/C32H44O15/c1-14-20(42-15(2)34)11-32(40)28(45-18(5)37)26-30(9,21(43-16(3)35)10-22-31(26,13-41-22)47-19(6)38)27(44-17(4)36)25(46-23(39)12-33)24(14)29(32,7)8/h20-22,25-28,33,40H,10-13H2,1-9H3/t20-,21-,22+,25+,26-,27-,28-,30+,31-,32+/m0/s1
InChIKey: InChIKey=BIWMOEZQCIMKIV-GPESYDKBSA-N
Formula: C32H44O15
Molecular Weight: 668.68
Exact Mass: 668.268
NMR Solvent: CDCl3
MHz: 500.0
Calibration: Residual solvent 7.25 ppm and 77.0 ppm for proton and carbon respectively.
NMR references: Zhang, J., Sauriol, F., Mamer, O., and Zamir, L.O. (2000). Taxoids from the needles of the Canadian yew. Phytochemistry 54, 221–230.
Species: Taxus
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.56 | d | 5.6 |
| 3 | 3.02 | d | 5.6 |
| 5 | 4.95 | d | 8.8 |
| 6a | 2.47 | dt | 14.7, 8.4 |
| 6b | 1.88 | dd | 14.7, 10 |
| 7 | 5.5 | br t | 8.4 |
| 9 | 5.92 | d | 11.4 |
| 10 | 6.34 | d | 11.4 |
| 13 | 6.13 | t | 8.4 |
| 14a | 2.13 | m | |
| 14b | 2.05 | m | |
| 16 | 1.2 | s | |
| 17 | 1.66 | s | |
| 18 | 2.02 | s | |
| 19 | 1.53 | s | |
| 20a | 4.51 | d | 8.1 |
| 20b | 4.17 | d | 8.1 |
| OAc | 2.16 | s | |
| OAc | 2.17 | s | |
| OAc | 2.09 | s | |
| OAc | 2.09 | s | |
| OAc | 2.07 | s | |
| -CH2- | 4.06 | d | 17.3 |
| -CH2- | 4 | d | 17.3 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 78.6 |
| 2 | 72.7 |
| 3 | 47.3 |
| 4 | 81.2 |
| 5 | 83.9 |
| 6 | 34.5 |
| 7 | 71.7 |
| 8 | 45.8 |
| 9 | 74.8 |
| 10 | 72.1 |
| 11 | 133 |
| 12 | 142.4 |
| 13 | 69.6 |
| 14 | 34.9 |
| 15 | 42.8 |
| 16 | 28.3 |
| 17 | 22.2 |
| 18 | 15 |
| 19 | 12.6 |
| 20 | 76.4 |
| OAc | 22.7 |
| OAc | 169.4 |
| OAc | 21.4 |
| OAc | 171.8 |
| OAc | 21.3 |
| OAc | 170 |
| OAc | 21.2 |
| OAc | 170.2 |
| OAc | 20.7 |
| OAc | 170.4 |
| 1' | 171.6 |
| 2' | 60.6 |
