Spektraris NMR
2α,9α-Dihydroxy-10β,13α-diacetoxy-5α-(3'-methylamino-3'-phenyl)propionyloxytaxa-4(20),11-diene
Common Name: 2α,9α-Dihydroxy-10β,13α-diacetoxy-5α-(3'-methylamino-3'-phenyl)propionyloxytaxa-4(20),11-diene
Synonyms: 13-Deoxo-13α-(acetyloxy)-1-deoxynortaxine B
CAS Registry Number: 151124-24-2
InChI: InChI=1S/C34H47NO8/c1-18-25(43-27(38)17-24(35-8)22-12-10-9-11-13-22)14-15-34(7)28(18)30(39)23-16-26(41-20(3)36)19(2)29(33(23,5)6)31(32(34)40)42-21(4)37/h9-13,23-26,28,30-32,35,39-40H,1,14-17H2,2-8H3/t23-,24+,25-,26-,28-,30+,31+,32-,34+/m0/s1
InChIKey: InChIKey=STPQXXGEIVPTJI-VVZHZQEFSA-N
Formula: C34H47N1O8
Molecular Weight: 597.74
Exact Mass: 597.3302
NMR Solvent: CDCl3
MHz: 500.0
Calibration: Residual solvent 7.25ppm and 77.0ppm for proton and carbon respectively.
NMR references: Shi, Q., Ji, X., Lesimple, A., Sauriol, F., and Zamir, L.O. (2004). Taxanes with C-5-amino-side chains from the needles of Taxus canadensis. Phytochemistry 65, 3097–3106.
Species: Taxus
Notes: Proton on nitrogen not reported likely rapidly exchangeable.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 2.05 | m | |
| 2 | 4.06 | dd | 6.8, 2.1 |
| 3 | 2.97 | d | 6.8 |
| 5 | 5.26 | t | 2.6 |
| 6 | 1.65 | m | |
| 7a | 1.8 | m | |
| 7b | 1.3 | m | |
| 9 | 4.19 | d | 10 |
| 10 | 5.76 | d | 10 |
| 13 | 5.84 | br t | 8.9 |
| 14a | 2.48 | m | |
| 14b | 1.27 | m | |
| 16 | 1.11 | s | |
| 17 | 1.51 | s | |
| 18 | 1.98 | br s | |
| 19 | 1.06 | s | |
| 20a | 5.4 | s | |
| 20b | 5.39 | s | |
| OAc | 2.08 | s | |
| OAc | 1.66 | s | |
| 2' | 2.83 | m | |
| 3' | 4.01 | br dd | 7.8, 5.8 |
| Ph | 7.34 | m | |
| Ph | 7.33 | m | |
| Ph | 7.28 | m | |
| N-Me | 2.32 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 51.3 |
| 2 | 69.8 |
| 3 | 46.1 |
| 4 | 143.5 |
| 5 | 79 |
| 6 | 28.7 |
| 7 | 25.7 |
| 8 | 44.8 |
| 9 | 75.8 |
| 10 | 75.8 |
| 11 | 133 |
| 12 | 135.8 |
| 13 | 70.1 |
| 14 | 27.9 |
| 15 | 37.2 |
| 16 | 31.6 |
| 17 | 27.4 |
| 18 | 15 |
| 19 | 18.2 |
| 20 | 118.8 |
| OAc | 21.3 |
| OAc | 170.2 |
| OAc | 21 |
| OAc | 170.4 |
| 1' | 171 |
| 2' | 42.6 |
| 3' | 62 |
| Ph | 140.5 |
| Ph | 126.9 |
| Ph | 128.7 |
| Ph | 128 |
| N-Me | 33.9 |
