Spektraris NMR
1-Dehydroxybaccatin IV
Common Name: 1-Dehydroxybaccatin IV
Synonyms: 1β-Deoxybaccatin IV
CAS Registry Number: 57672-78-3
InChI: InChI=1S/C32H44O13/c1-14-22(40-15(2)33)11-21-26(42-17(4)35)28-31(10,23(41-16(3)34)12-24-32(28,13-39-24)45-20(7)38)29(44-19(6)37)27(43-18(5)36)25(14)30(21,8)9/h21-24,26-29H,11-13H2,1-10H3/t21-,22-,23-,24+,26+,27+,28-,29-,31+,32-/m0/s1
InChIKey: InChIKey=GHSKUVKACGPNGN-CZYGJQDOSA-N
Formula: C32H44O13
Molecular Weight: 636.68
Exact Mass: 636.2782
NMR Solvent: acetone-d6; CDCl3
MHz: 400.0
Calibration: TMS
NMR references: Fu-Sheng, W., Li-Yan, P., Yu, Z., Kun, G., Qin-Shi, Z., and Han-Dong, S. (2003). Taxoids from the leaves and stems of Taxus chinensis. Acta Botanica Yunnanica 25, 369–376.
Joshi, B.S., Roy, R., Chattopadhyay, S.K., and Madhusudanan, K.P. (2003). An NMR and LC–MS based approach for Mixture Analysis involving Taxoid molecules from Taxus wallichiana. Journal of Molecular Structure 645, 235–248.
Species: Taxus
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 2.89 | d | 5.8 |
| 2 | 5.6 | dd | 5.8, 2.2 |
| 3 | 3.2 | d | 5.4 |
| 5 | 4.98 | d | 9 |
| 6α | 2.43 | m | |
| 6β | 1.8 | m | |
| 7 | 5.55 | dd | 9.8, 7.8 |
| 9 | 5.95 | d | 11.3 |
| 10 | 6.1 | d | 11.3 |
| 13 | 5.92 | dd | 2.9, 1.5 |
| 14a | 1.67 | m | |
| 14b | 2.48 | m | |
| 16 | 1.78 | s | |
| 17 | 1.13 | s | |
| 18 | 1.99 | s | |
| 19 | 1.55 | s | |
| 20α | 4.52 | d | 8.1 |
| 20β | 4.2 | d | 8.1 |
| OAc | 2.23 | s | |
| OAc | 2.18 | s | |
| OAc | 2.12 | s | |
| OAc | 2.07 | s | |
| OAc | 2.03 | s | |
| OAc | 1.97 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 47.1 |
| 2 | 75.5 |
| 3 | 44.6 |
| 4 | 81.1 |
| 5 | 84 |
| 6 | 34.7 |
| 7 | 72.1 |
| 8 | 45.6 |
| 9 | 71.1 |
| 10 | 69.1 |
| 11 | 133.4 |
| 12 | 139.1 |
| 13 | 71.1 |
| 14 | 26.5 |
| 15 | 38.1 |
| 16 | 27 |
| 17 | 31.4 |
| 18 | 14.9 |
| 19 | 12.9 |
| 20 | 76.7 |
| OAc-CH3 | 20.8 |
| OAc-CH3 | 21 |
| OAc-CH3 | 21.2 |
| OAc-CH3 | 21.4 |
| OAc-CH3 | 21.5 |
| OAc-CH3 | 22.7 |
| OAc-C=O | 169.1 |
| OAc-C=O | 169.4 |
| OAc-C=O | 169.6 |
| OAc-C=O | 170 |
| OAc-C=O | 170.3 |
| OAc-C=O | 170.8 |
