Spektraris NMR
13-Deoxo-13α-(acetyloxy)taxine B
Common Name: 13-Deoxo-13α-(acetyloxy)taxine B
Synonyms:
CAS Registry Number: 151124-22-0
InChI: InChI=1S/C35H49NO9/c1-19-25(45-27(39)17-24(36(8)9)23-13-11-10-12-14-23)15-16-34(7)29(19)31(40)35(42)18-26(43-21(3)37)20(2)28(33(35,5)6)30(32(34)41)44-22(4)38/h10-14,24-26,29-32,40-42H,1,15-18H2,2-9H3
InChIKey: InChIKey=WTJDPCYGOROFTO-UHFFFAOYSA-N
Formula: C35H49N1O9
Molecular Weight: 627.76
Exact Mass: 627.3407
NMR Solvent: CDCl3
MHz: 300.0
Calibration: TMS
NMR references: Appendino, G., Cetin Özen, H., Fenoglio, I., Gariboldi, P., Gabetta, B., and Bombardelli, E. (1993). Pseudoalkaloid taxanes from Taxus baccata. Phytochemistry 33, 1521–1523.
Species: Taxus
Notes: Coupling constants (J) not reported but should be similar to 13-Deoxo-13α-(acetyloxy)-1-deoxytaxine B (CAS#151124-23-1). See NMR reference for details. Protons at position 6α and 14α not reported due to overlap.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 3.87 | dd | |
| 3 | 3.06 | d | |
| 5 | 5.22 | t | |
| 6β | 1.5 | m | |
| 7α | 1.7 | m | |
| 7β | 1.83 | m | |
| 9 | 4.27 | dd | |
| 10 | 5.8 | d | |
| 13 | 6.07 | br t | |
| 14β | 2.3 | t | |
| 16 | 1.25 | s | |
| 17 | 1.5 | s | |
| 18 | 2.09 | s | |
| 19 | 1.06 | s | |
| 20α | 5.41 | br s | |
| 20β | 5.38 | br s | |
| aromatic | 7.29 | m | |
| 2-OH | 3.2 | m | |
| 9-OH | 3.2 | m | |
| 7' | 3.74 | d | |
| 8'a | 3.01 | dd | |
| 8'b | 2.81 | dd | |
| N-Me | 2.18 | br s | |
| Ac | 2.12 | s | |
| Ac | 2.06 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 79.2 |
| 2 | 73.4 |
| 3 | 47.9 |
| 4 | 143.6 |
| 5 | 78 |
| 6 | 29 |
| 7 | 25.8 |
| 8 | 45 |
| 9 | 75.4 |
| 10 | 75.4 |
| 11 | 133.9 |
| 12 | 138.3 |
| 13 | 70.9 |
| 14 | 37.5 |
| 15 | 41.7 |
| 16 | 28 |
| 17 | 22.7 |
| 18 | 15.3 |
| 19 | 18.2 |
| 20 | 119 |
| 1' | 138.3 |
| 2', 6' | 128.3 |
| 3', 5' | 128.2 |
| 4' | 127.7 |
| 7' | 67.9 |
| 8' | 40.3 |
| 9' | 170.9 |
| Ac | 21.3 |
| Ac | 21.2 |
| Ac | 170.4 |
| Ac | 170.4 |
| N-Me | 42.8 |
