Spektraris NMR
10-(β-Hydroxybutyrl)-10-deacetylbaccaatin III
Common Name: 10-(β-Hydroxybutyrl)-10-deacetylbaccaatin III
Synonyms: 10-deacetyl-10-(β-hydroxybutyryl)baccatin I
CAS Registry Number: 205674-66-4
InChI: InChI=1S/C33H44O11/c1-17(34)12-24(38)43-26-25-18(2)21(36)14-33(40,30(25,4)5)29(41-15-20-10-8-7-9-11-20)27-31(6,28(26)39)22(37)13-23-32(27,16-42-23)44-19(3)35/h7-11,17,21-23,26-27,29,34,36-37,40H,12-16H2,1-6H3/t17?,21-,22-,23+,26+,27-,29-,31+,32-,33+/m0/s1
InChIKey: InChIKey=ZBGABQBWQPLRCP-UBBNWKECSA-N
Formula: C33H44O11
Molecular Weight: 616.7
Exact Mass: 616.2884
NMR Solvent: CDCl3
MHz: 500.0
Calibration: TMS
NMR references: Soto, J., and Castedo, L. (1998). Taxoids from european yew, Taxus baccata L. Phytochemistry 47, 817–819.
Species: Taxus
Notes: Coupling constants don't seem to have been calculated accurately (nearest 0.5 Hz). Relative stereochemistry not reported for protons at position 6.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.58 | d | 7 |
| 3 | 3.82 | d | 7 |
| 5 | 4.95 | dd | 9.5, 2 |
| 6 | 2.6 | m | |
| 6 | 1.8 | m | |
| 7 | 4.39 | dd | 11, 7 |
| 10 | 6.4 | s | |
| 13 | 4.79 | br t | |
| 14 | 2.4 | m | |
| 16 | 1.07 | s | |
| 17 | 1.05 | s | |
| 18 | 2.02 | s | |
| 19 | 1.65 | s | |
| 20 | 4.26 | d | 8.5 |
| 20 | 4.12 | d | 8.5 |
| Ph (o) | 8.1 | d | 7.5 |
| Ph (m) | 7.48 | t | 7.5 |
| Ph (p) | 7.6 | t | 7.5 |
| 2' | 2.6 | m | |
| 2' | 2.74 | dd | 16, 4 |
| 3' | 4.33 | m | |
| 4' | 1.29 | d | 6 |
| Ac | 2.28 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 79.3 |
| 2 | 75.5 |
| 3 | 47.3 |
| 4 | 81.3 |
| 5 | 85.1 |
| 6 | 36.1 |
| 7 | 72.2 |
| 8 | 59 |
| 9 | 205.3 |
| 10 | 76.6 |
| 11 | 131.5 |
| 12 | 147.8 |
| 13 | 67.7 |
| 14 | 39.3 |
| 15 | 43.2 |
| 16 | 21.4 |
| 17 | 27.2 |
| 18 | 15.8 |
| 19 | 10.1 |
| 20 | 76.8 |
| PhCO | 167.5 |
| Ph (i) | 129.74 |
| Ph (o) | 129.02 |
| Ph (m) | 130.3 |
| Ph (p) | 134.2 |
| 1' | 170.8 |
| 2' | 44.4 |
| 3' | 65 |
| 4' | 22.2 |
| Ac | 22.9 |
| Ac | 171.5 |
