Spektraris NMR
2α-Acetoxy-2',7-dideacetoxyaustrospicatine
Common Name: 2α-Acetoxy-2',7-dideacetoxyaustrospicatine
Synonyms: Taxine NA-3
CAS Registry Number: 214151-14-1
InChI: InChI=1S/C39H53NO10/c1-21-30(50-32(45)20-29(40(10)11)27-15-13-12-14-16-27)17-18-39(9)34(21)35(47-24(4)42)28-19-31(46-23(3)41)22(2)33(38(28,7)8)36(48-25(5)43)37(39)49-26(6)44/h12-16,28-31,34-37H,1,17-20H2,2-11H3/t28-,29+,30-,31-,34-,35+,36+,37-,39+/m0/s1
InChIKey: InChIKey=GNZQUFKIYFRXLM-GHOYXMSVSA-N
Formula: C39H53N1O10
Molecular Weight: 695.84
Exact Mass: 695.3669
NMR Solvent: CDCl3
MHz: 300.0
Calibration: Not mentioned.
NMR references: Chen, Y.-J., Chen, C.-Y., and Shen, Y.-C. (1999). New Taxoids from the Seeds of Taxus chinensis. J. Nat. Prod. 62, 149–151.
Species: Taxus
Notes: Relative stereochemistry of protons at positions 6, 14, and 2' not determined.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 1.9 | m | |
| 2 | 5.42 | br d | 6.3 |
| 3 | 3.09 | br d | 6.3 |
| 5 | 5.28 | br s | |
| 6 | 1.06 | m | |
| 6 | 1.4 | m | |
| 7 | 1.5 | m | |
| 9 | 5.88 | d | 10.8 |
| 10 | 5.98 | d | 10.8 |
| 13 | 5.88 | dd | 8.7, 8.1 |
| 14 | 1.4 | m | |
| 14 | 2.54 | ddd | 15, 9.3, 4.8 |
| 16 | 1.14 | s | |
| 17 | 1.73 | s | |
| 18 | 2.14 | s | |
| 19 | 0.8 | s | |
| 20 | 5.22 | br s | |
| 20 | 4.78 | br s | |
| Ac | 2.09 | s | |
| Ac | 2.04 | s | |
| Ac | 2.01 | s | |
| Ac | 2 | s | |
| 2' | 3.03 | dd | 13.5, 6.3 |
| 2' | 2.84 | dd | 13.5, 9.3 |
| 3' | 3.73 | dd | 9.3, 6.3 |
| 2" | 7.3 | m | |
| 3" | 7.3 | m | |
| 4" | 7.3 | m | |
| 5" | 7.3 | m | |
| 6" | 7.3 | m | |
| N(Me)2 | 2.19 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 48.4 |
| 2 | 71.9 |
| 3 | 44 |
| 4 | 141.9 |
| 5 | 77.9 |
| 6 | 28.1 |
| 7 | 27 |
| 8 | 44 |
| 9 | 77.4 |
| 10 | 72.2 |
| 11 | 133.1 |
| 12 | 137.2 |
| 13 | 70 |
| 14 | 28.2 |
| 15 | 37.4 |
| 16 | 31.3 |
| 17 | 26.8 |
| 18 | 15.3 |
| 19 | 17.8 |
| 20 | 118.4 |
| Ac | 170.6 |
| Ac | 170.1 |
| Ac | 170 |
| Ac | 169.5 |
| Ac | 31.3 |
| Ac | 21 |
| Ac | 20.8 |
| Ac | 20.7 |
| 1' | 171 |
| 2' | 40.2 |
| 3' | 67.9 |
| 1" | 139 |
| 2" | 128.4 |
| 3" | 128.3 |
| 4" | 127.7 |
| 5" | 128.3 |
| 6" | 128.4 |
| N(Me)2 | 42.8 |
