Spektraris NMR
10-Deacetylbaccatin VI
Common Name: 10-Deacetylbaccatin VI
Synonyms:
CAS Registry Number: 188789-50-6
InChI: InChI=1S/C35H44O13/c1-17-23(44-18(2)36)15-35(42)30(47-31(41)22-12-10-9-11-13-22)28-33(8,29(46-20(4)38)27(40)26(17)32(35,6)7)24(45-19(3)37)14-25-34(28,16-43-25)48-21(5)39/h9-13,23-25,27-30,40,42H,14-16H2,1-8H3/t23-,24-,25+,27+,28-,29-,30-,33+,34-,35+/m0/s1
InChIKey: InChIKey=HSGNPIWQFGGNCN-RVNSTROOSA-N
Formula: C35H44O13
Molecular Weight: 672.72
Exact Mass: 672.2782
NMR Solvent: CDCl3; pyridine-d5
MHz: 400.0
Calibration: Residual solvent 7.24 ppm and 77.0 ppm for proton NMR; 8.71 ppm and 149.9 ppm for carbon NMR.
NMR references: Zhang Hongjie, Mu Qing, Xiang Wei, Yao Ping, Sun Handong, and Takeda, Y. (1997). Intramolecular transesterified taxanes from Taxus yunnanensis. Phytochemistry 44, 911–915.
Species: Taxus
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.86 | d | 5.6 |
| 3 | 3.17 | d | 5.6 |
| 5 | 4.94 | d | 8.8 |
| 6α | 2.46 | ddd | 15.2, 8.6, 6.4 |
| 6β | 1.89 | m | |
| 7 | 5.48 | br t | 9.2 |
| 9 | 5.93 | d | 11 |
| 10 | 5.15 | d | 11 |
| 13 | 6.2 | br t | 8.8 |
| 14 | 2.2 | m | |
| 16 | 1.3 | s | |
| 17 | 1.6 | s | |
| 18 | 1.92 | d | 1.6 |
| 19 | 1.81 | s | |
| 20a | 4.32 | d | 8.4 |
| 20b | 4.13 | d | 8.4 |
| o-Ph | 8.1 | dd | 7.3, 1.5 |
| m-Ph | 7.47 | t | 7.6 |
| p-Ph | 7.6 | t | 7.3 |
| OAc-Me | 2.3 | s | |
| OAc-Me | 2.2 | s | |
| OAc-Me | 2.17 | s | |
| OAc-Me | 2.14 | s | |
| OH-1 | 1.74 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 78.3 |
| 2 | 74.5 |
| 3 | 47.5 |
| 4 | 82 |
| 5 | 84.1 |
| 6 | 35.3 |
| 7 | 72.6 |
| 8 | 46.5 |
| 9 | 78.4 |
| 10 | 68.2 |
| 11 | 140.2 |
| 12 | 135.3 |
| 13 | 70.8 |
| 14 | 36.9 |
| 15 | 44 |
| 16 | 28.9 |
| 17 | 23.8 |
| 18 | 14.9 |
| 19 | 13.5 |
| 20 | 76.7 |
| Ph-C=O | 166.3 |
| q-Ph | 131.1 |
| o-Ph | 130.4 |
| m-Ph | 128.9 |
| p-Ph | 133.4 |
| OAc-C=O | 170.9 |
| OAc-C=O | 170.9 |
| OAc-C=O | 170.3 |
| OAc-C=O | 169.8 |
| OAc-Me | 22.7 |
| OAc-Me | 21.7 |
| OAc-Me | 21.2 |
| OAc-Me | 21.2 |
