Spektraris NMR
1β-Hydroxy-10-deacetyl-10-glycolylbaccatin I
Common Name: 1β-Hydroxy-10-deacetyl-10-glycolylbaccatin I
Synonyms: 10-Deacetyl-10-glycolyl-1β-hydroxybaccatin I
CAS Registry Number: 287474-28-6
InChI: InChI=1S/C32H44O15/c1-14-20(42-15(2)34)11-32(40)28(46-19(6)38)26-30(9,21(43-16(3)35)10-22(44-17(4)36)31(26)13-41-31)27(45-18(5)37)25(47-23(39)12-33)24(14)29(32,7)8/h20-22,25-28,33,40H,10-13H2,1-9H3/t20-,21-,22-,25+,26-,27-,28-,30+,31+,32+/m0/s1
InChIKey: InChIKey=LMGVSEPJIRJADE-ODKOIPMMSA-N
Formula: C32H44O15
Molecular Weight: 668.68
Exact Mass: 668.268
NMR Solvent: CDCl3
MHz: 500.0
Calibration: Residual solvent 7.25 ppm and 77.0 ppm for proton and carbon NMR respectively.
NMR references: Zhang, J., Sauriol, F., Mamer, O., and Zamir, L.O. (2000). Taxoids from the needles of the Canadian yew. Phytochemistry 54, 221–230.
Species: Taxus
Notes: Coupling constant (Hz) not reported for doublet at position 2 due to overlap.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.47 | d | |
| 3 | 3.14 | d | 3 |
| 5 | 4.21 | t | 2.8 |
| 6a | 2.16 | m | |
| 6b | 1.74 | ddd | 13.6, 3.6, 1.9 |
| 7 | 5.48 | dd | 10, 4.3 |
| 9 | 6.08 | d | 11.1 |
| 10 | 6.38 | d | 11.1 |
| 13 | 6.1 | t | 8.2 |
| 14a | 2.53 | dd | 14.4, 9.2 |
| 14b | 1.88 | dd | 14.4, 6.4 |
| 16 | 1.23 | s | |
| 17 | 1.61 | s | |
| 18 | 2.25 | s | |
| 19 | 1.24 | s | |
| 20a | 3.53 | d | 5.5 |
| 20b | 2.31 | d | 5.5 |
| OAc | 2.04 | s | |
| OAc | 2.04 | s | |
| OAc | 2.08 | s | |
| OAc | 2.11 | s | |
| OAc | 2.22 | s | |
| COCH2-OH (-CH2-) | 4.07 | dd | 17.5, 5.4 |
| COCH2-OH (-CH2-) | 4.02 | dd | 17.5, 4.3 |
| COCH2-OH (OH) | 2.34 | t | 5.2 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 75.6 |
| 2 | 72.4 |
| 3 | 41.7 |
| 4 | 57.4 |
| 5 | 78.1 |
| 6 | 31.3 |
| 7 | 69.1 |
| 8 | 45.9 |
| 9 | 75.3 |
| 10 | 72.4 |
| 11 | 134.7 |
| 12 | 141.4 |
| 13 | 71.4 |
| 14 | 39 |
| 15 | 42.6 |
| 16 | 28.9 |
| 17 | 22.3 |
| 18 | 15.8 |
| 19 | 14 |
| 20 | 50.3 |
| OAc | 21.1 |
| OAc | 21.1 |
| OAc | 21.8 |
| OAc | 21.8 |
| OAc | 21.8 |
| OAc | 169.5 |
| OAc | 168.5 |
| OAc | 169.5 |
| OAc | 169.5 |
| OAc | 169 |
| COCH2-OH (1') | 171.5 |
| COCH2-OH (-CH2-) | 60.9 |
