Spektraris NMR
Taxuyunnanine W
Common Name: Taxuyunnanine W
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C32H40O12/c1-15-19(35)14-31(28(4,5)38)22(15)23(36)25(41-27(37)18-11-9-8-10-12-18)29(6)20(39-16(2)33)13-21(40-17(3)34)32-24(29)26(31)42-30(7,43-32)44-32/h8-12,19-21,23-26,35-36,38H,13-14H2,1-7H3/t19-,20?,21?,23+,24-,25?,26-,29+,30?,31-,32-/m0/s1
InChIKey: GDXQUAPNNLGPLD-RUELVBEDSA-N
Formula: C33H42O12
Molecular Weight: 629.2598
Exact Mass: 629.2546
NMR Solvent: pyridine-d5 at 8.71 ppm for proton NMR and 149.9 ppm for carbon NMR
MHz: 500 (1H); 125 (13C)
Calibration:
NMR references: Sheng-Hong Li, Hong-Jie Zhang, Xue-Mei Niu, Ping Yao, Han-Dong Sun, Harry H.S Fong. Novel taxoids from the Chinese yew Taxus yunnanensis. Tetrahedron, Volume 59, Issue 1, 2003, Pages 37-45. https://doi.org/10.1016/S0040-4020(02)01483-7.
Species: Taxus yunnanensis Cheng et L. K. Fu bark- collected in Lijiang Prefecture of Yunnan Province of China
Notes: Overlapping proton NMR signal for H-7 and H-9
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.75 | d | 10.6 |
| 3 | 3.29 | d | 10.6 |
| 5 | 5.39 | brs | |
| 6α | 2.31 | m | |
| 6β | 1.77 | m | |
| 7 | 5.7 | ||
| 9 | 5.69 | ||
| 10 | 5.56 | d | 4.9 |
| 13 | 4.8 | t | 7 |
| 14α | 2.66 | m | |
| 14β | 2.56 | m | |
| 16 | 1.76 | s | |
| 17 | 1.33 | s | |
| 18 | 1.75 | s | |
| 19 | 1.81 | s | |
| 20α | 4.83 | d | 8.3 |
| 20β | 3.75 | d | 7.8 |
| OBz-H-3' | 8.44 | d | 7.9 |
| OBz-H-4' | 7.4 | t | 7.4 |
| OBz-H-5' | 7.48 | t | 7.5 |
| CH3-2" | 1.73 | s | |
| 5-AcO | 1.66 | s | |
| 7-AcO | 1.93 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 66.8 |
| 2 | 72.7 |
| 3 | 37.3 |
| 4 | 81.9 |
| 5 | 73.2 |
| 6 | 28.1 |
| 7 | 70.1 |
| 8 | 44.3 |
| 9 | 77.1 |
| 10 | 67.8 |
| 11 | 134.4 |
| 12 | 148.7 |
| 13 | 76.2 |
| 14 | 42.7 |
| 15 | 76.2 |
| 16 | 28 |
| 17 | 28.1 |
| 18 | 13.2 |
| 19 | 15.4 |
| 20 | 7.7 |
| OBz-C-1' | 165.9 |
| OBz-C-2' | 130.8 |
| OBz-C-3' | 130.3 |
| OBz-C-4' | 128.9 |
| OBz-C-5' | 133.5 |
| C-1" | 119.2 |
| c-2" | 22.3 |
