Spektraris NMR
5α-Acetoxytaxa-4(20),11-dien-2α,10β-diol
Common Name: 5α-Acetoxytaxa-4(20),11-dien-2α,10β-diol
Synonyms: Taxa-4(20),11(12)-dien-5α-acetoxy-2α,10β-diol
CAS Registry Number: 503314-06-5
InChI: InChI=1S/C22H34O4/c1-12-7-8-15-20(25)19-13(2)17(26-14(3)23)9-10-22(19,6)11-16(24)18(12)21(15,4)5/h15-17,19-20,24-25H,2,7-11H2,1,3-6H3/t15-,16-,17-,19-,20+,22-/m0/s1
InChIKey: InChIKey=BFDVDVNXGVFAAH-RMYBXCRJSA-N
Formula: C22H34O4
Molecular Weight: 362.5
Exact Mass: 362.2457
NMR Solvent: CDCl3
MHz: 400.0
Calibration: not reported
NMR references: Horiguchi, T., Rithner, C.D., Croteau, R., and Williams, R.M. (2002). Studies on Taxol Biosynthesis. Preparation of Taxa-4(20),11(12)-dien-5α-acetoxy-10β-ol by Deoxygenation of a Taxadiene Tetraacetate Obtained from Japanese Yew. J. Org. Chem. 67, 4901–4903.
Species: Taxus
Notes: Carbon NMR assignments are incomplete and contains an error (C17 reported twice with different chemical shifts) therefore we did not include this data.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 1.98 | m | |
| 2 | 4.03 | br s | |
| 3 | 2.91 | d | 6.2 |
| 5 | 5.21 | dd | 3, 2.8 |
| 6 | 1.8 | m | |
| 7 | 1.94 | m | |
| 7 | 1.16 | ddd | 13, 3.4, 3.2 |
| 9 | 2.26 | dd | 14.7, 11.7 |
| 9 | 1.63 | m | |
| 10 | 5.06 | dd | 11.7, 5.5 |
| 13 | 2 | m | |
| 13 | 2.47 | m | |
| 14 | 2 | m | |
| 14 | 1.5 | m | |
| 16 | 1.57 | s | |
| 17 | 1.19 | s | |
| 18 | 1.91 | s | |
| 19 | 0.86 | s | |
| 20 | 5.43 | dd | 1.7, 1.6 |
| 20 | 5.31 | dd | 1.7 |
| Acetate CH3 | 2.08 | s | |
| OH | 1.6 | m |
