Spektraris NMR
Taxuspine N
Common Name: Taxuspine N
Synonyms: Taxuspin N
CAS Registry Number: 175801-13-5
InChI: InChI=1S/C46H57NO14/c1-25-33(59-36(52)21-32(47(9)10)30-17-13-11-14-18-30)23-46(54)41(58-28(4)50)39-44(8,34(56-26(2)48)22-35-45(39,24-55-35)61-29(5)51)40(57-27(3)49)38(37(25)43(46,6)7)60-42(53)31-19-15-12-16-20-31/h11-20,32-35,38-41,54H,21-24H2,1-10H3
InChIKey: InChIKey=QSFNPGPZKAEJTK-UHFFFAOYSA-N
Formula: C46H57N1O14
Molecular Weight: 847.94
Exact Mass: 847.3779
NMR Solvent: CDCl3
MHz: Not clear in reference.
Calibration: Residual solvent 7.26 ppm and 77.1 ppm for proton and carbon respectively.
NMR references: Kobayashi, J., Hosoyama, H., Katsui, T., Yoshida, N., and Shigemori, H. (1996). Taxuspines N, O, and P, new taxoids from Japanese yew Taxus cuspidata. Tetrahedron 52, 5391–5396.
Species: Taxus
Notes: Aromatic protons and carbons not well described.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 6.19 | d | 7.9 |
| 3 | 3.03 | d | 7.9 |
| 5 | 5.01 | d | 8 |
| 6a | 1.69 | m | |
| 6b | 2.35 | m | |
| 7 | 5.53 | t | 7.8 |
| 9 | 6.12 | d | 10.9 |
| 10 | 6.5 | d | 10.9 |
| 13 | 5.57 | m | |
| 14a | 1.94 | m | |
| 14b | 2.57 | m | |
| 16 | 1.16 | s | |
| 17 | 1.1 | s | |
| 18 | 1.66 | s | |
| 19 | 1.69 | s | |
| 20a | 4.39 | d | 7.7 |
| 20b | 4.48 | d | 7.7 |
| 22a | 2.8 | dd | 14, 8.1 |
| 22b | 3.09 | dd | 14, 8.1 |
| 23 | 4.09 | br t | 8.1 |
| Ph | 7.3 | m | |
| NMe2 | 2.22 | s | |
| AcO | 1.75 | s | |
| AcO | 2 | s | |
| AcO | 2.09 | s | |
| AcO | 2.17 | s | |
| BzO | 7.82 | m | |
| BzO | 7.55 | m | |
| BzO | 7.42 | m |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 75.9 |
| 2 | 65.7 |
| 3 | 45 |
| 4 | 81.6 |
| 5 | 84.7 |
| 6 | 37.1 |
| 7 | 80.4 |
| 8 | 44 |
| 9 | 76.3 |
| 10 | 68.6 |
| 11 | 132.4 |
| 12 | 135.6 |
| 13 | 70.7 |
| 14 | 36 |
| 15 | 44 |
| 16 | 25.3 |
| 17 | 29 |
| 18 | 14.1 |
| 19 | 20.6 |
| 20 | 75.5 |
| 21 | 169.8 |
| 22 | 38.6 |
| 23 | 65.7 |
| Ph | 128.2 |
| Ph | 128.3 |
| Ph | 128.3 |
| Ph | 128.6 |
| NMe2 | 41.8 |
| AcO | 21.4 |
| AcO | 21.6 |
| AcO | 22.6 |
| AcO | 22.6 |
| AcO | 170.1 |
| AcO | 171.6 |
| AcO | 171.7 |
| AcO | 172.1 |
| BzO | 133.4 |
| BzO | 137.7 |
| BzO | 129.5 |
| BzO | 128.8 |
| BzO | 164.4 |
