Spektraris NMR
N-Methyltaxol C
Common Name: N-Methyltaxol C
Synonyms:
CAS Registry Number: 153083-53-5
InChI: InChI=1S/C47H59NO14/c1-9-10-13-22-34(52)48(8)36(29-18-14-11-15-19-29)37(53)43(56)60-31-24-47(57)41(61-42(55)30-20-16-12-17-21-30)39-45(7,32(51)23-33-46(39,25-58-33)62-28(4)50)40(54)38(59-27(3)49)35(26(31)2)44(47,5)6/h11-12,14-21,31-33,36-39,41,51,53,57H,9-10,13,22-25H2,1-8H3/t31-,32-,33+,36-,37+,38+,39-,41-,45+,46-,47+/m0/s1
InChIKey: InChIKey=LJTMOSWWGSCCPR-AMMYIWEDSA-N
Formula: C47H59N1O14
Molecular Weight: 861.97
Exact Mass: 861.3936
NMR Solvent: CDCl3
MHz: 300.0
Calibration: TMS
NMR references: Barboni, L., Gariboldi, P., Torregiani, E., Appendino, G., Gabetta, B., and Bombardelli, E. (1994). Taxol analogues from the roots of Taxus x media. Phytochemistry 36, 987–990.
Species: Taxus
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.67 | d | 7 |
| 3 | 3.78 | d | 7 |
| 5 | 4.91 | dd | 9.6, 2.1 |
| 6α | 2.52 | ddd | 16, 9.6, 6.5 |
| 6β | 1.86 | ddd | 16, 10.7, 2.1 |
| 7 | 4.39 | dd | 10.7, 6.5 |
| 10 | 6.28 | s | |
| 13 | 6.14 | t | 8.9 |
| 14 | 2.33 | m | |
| 16 | 1.26 | s | |
| 17 | 1.14 | s | |
| 18 | 1.87 | d | 1.2 |
| 19 | 1.66 | s | |
| 20α | 4.27 | d | 8.5 |
| 20β | 4.15 | d | 8.5 |
| 2' | 4.88 | d | 3.6 |
| 3' | 5.78 | d | 3.6 |
| 2" | 2.35 | t | 7.3 |
| 3" | 1.58 | m | |
| 4" | 1.27 | m | |
| 5" | 1.27 | m | |
| 6" | 0.85 | t | 7.1 |
| Bnz 2-6 | 8.09 | d | 7.4 |
| Bnz 3-5 | 7.47 | t | 7.4 |
| Bnz 4 | 7.55 | t | 7.4 |
| Ph | 7.37 | m | |
| MeCO | 2.21 | s | |
| NMe | 2.87 | s | |
| 7-OH | 2.86 | br s | |
| 1-OH | 2.33 | s | |
| 2'-OH | 4.4 | br s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 79.1 |
| 2 | 75 |
| 3 | 45.6 |
| 4 | 80.8 |
| 5 | 84.4 |
| 6 | 35.5 |
| 7 | 72.1 |
| 8 | 58.5 |
| 9 | 203.8 |
| 10 | 75.6 |
| 11 | 132.7 |
| 12 | 142.7 |
| 13 | 72.1 |
| 14 | 35.7 |
| 15 | 43.2 |
| 16 | 26.7 |
| 17 | 21.9 |
| 18 | 14.8 |
| 19 | 9.5 |
| 20 | 76.4 |
| 1' | 173.5 |
| 2' | 72.8 |
| 3' | 61.6 |
| 1" | 175 |
| 2" | 35.4 |
| 3" | 24.7 |
| 4" | 31.5 |
| 5" | 22.2 |
| 6" | 13.9 |
| Bnz 1 | 129.2 |
| Bnz 2-6 | 130.2 |
| Bnz 3-5 | 128.6 |
| Bnz 4 | 133.6 |
| Ph 1 | 136.6 |
| Ph 2-6 | 128.1 |
| Ph 3-5 | 128.8 |
| Ph 4 | 128.1 |
| MeCO | 22.4 |
| MeCO | 20.8 |
| MeCO | 171.2 |
| MeCO | 170.2 |
| BnzCO | 166.9 |
| NMe | 34 |
