Spektraris NMR
2-acetoxytaxine B
Common Name: 2-acetoxytaxine B
Synonyms:
CAS Registry Number: 172303-97-8
InChI: InChI=1S/C35H47NO9/c1-19-25(39)18-35(42)32(44-22(4)38)29-20(2)26(45-27(40)17-24(36(8)9)23-13-11-10-12-14-23)15-16-34(29,7)31(41)30(43-21(3)37)28(19)33(35,5)6/h10-14,24,26,29-32,41-42H,2,15-18H2,1,3-9H3/t24-,26+,29+,30-,31+,32+,34-,35-/m1/s1
InChIKey: InChIKey=NSEYWVWJDRQTET-URDTZDDZSA-N
Formula: C35H47N1O9
Molecular Weight: 625.75
Exact Mass: 625.3251
NMR Solvent: CDCl3
MHz: 200.0
Calibration:
NMR references: Jenniskens, L.H.D., van Rozendaal, E.L.M., van Beek, T.A., Wiegerinck, P.H.G., and Scheeren, H.W. (1996). Identification of Six Taxine Alkaloids from Taxus baccata Needles. J. Nat. Prod. 59, 117–123.
Species: Taxus
Notes: Protons at positions 6 and 7 were reported as not observed. Aromatic protons not well described. Carbons at positions 5, 9, and 10 were reported as interchangable. Carbons at positions 1' and acetate carbonyls were reported as interchangeable.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.52 | d | 6 |
| 3 | 3.3 | d | 6 |
| 5 | 5.1 | br s | |
| 9 | 4.33 | d | 9.7 |
| 10 | 5.85 | d | 9.7 |
| 14 | 2.73 | s | |
| 16 | 1.54 | s | |
| 17 | 1.2 | s | |
| 18 | 2.16 | s | |
| 19 | 1.07 | s | |
| 20 | 4.75 | s | |
| 20 | 5.25 | s | |
| 2' | 2.55 | dd | 16, 7.8 |
| 2' | 2.95 | dd | 16, 7.8 |
| 3' | 3.76 | t | 7.8 |
| aromatic | 7.3 | m | |
| N(CH3)2 | 2.25 | s | |
| 2-OAc | 2.11 | s | |
| 10-OAc | 2.11 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 77.2 |
| 2 | 72 |
| 3 | 45.7 |
| 4 | 142.1 |
| 5 | 78.2 |
| 6 | 28.4 |
| 7 | 26 |
| 8 | 45.1 |
| 9 | 76.4 |
| 10 | 75.2 |
| 11 | 152.7 |
| 12 | 137.3 |
| 13 | 198.8 |
| 14 | 44 |
| 15 | 42.9 |
| 16 | 34 |
| 17 | 20.1 |
| 18 | 13.9 |
| 19 | 17.6 |
| 20 | 116.9 |
| 1' | 170.9 |
| 2' | 38.3 |
| 3' | 66.3 |
| i-Ph | 139.6 |
| o-Ph | 128.6 |
| m-Ph | 128.1 |
| p-Ph | 127.5 |
| N(CH3)2 | 42.2 |
| O2CMe | 171.7 |
| O2CMe | 170 |
| O2CMe | 21.1 |
| O2CMe | 21.1 |
