Spektraris NMR
5α,9α,10β,13α-Tetraacetoxy-14β-O-(β-D-glucopyranosyl)taxa-4(20),11-diene
Common Name: 5α,9α,10β,13α-Tetraacetoxy-14β-O-(β-D-glucopyranosyl)taxa-4(20),11-diene
Synonyms:
CAS Registry Number: 651355-09-8
InChI: InChI=1S/C34H50O14/c1-14-20-12-21-29(48-32-27(42)26(41)25(40)23(13-35)47-32)28(44-17(4)37)15(2)24(33(21,7)8)30(45-18(5)38)31(46-19(6)39)34(20,9)11-10-22(14)43-16(3)36/h20-23,25-32,35,40-42H,1,10-13H2,2-9H3/t20-,21-,22+,23-,25-,26+,27-,28-,29-,30-,31+,32+,34-/m1/s1
InChIKey: InChIKey=UCXXZOVCXHEJKH-NMTUIJLISA-N
Formula: C34H50O14
Molecular Weight: 682.75
Exact Mass: 682.3201
NMR Solvent: CDCl3
MHz: 500.0
Calibration: Residual solvent 7.25 ppm and 77.0 for proton and carbon respectively.
NMR references: Shi, Q.-W., Lederman, Z., Sauriol, F., McCollum, R.S., and Zamir, L.O. (2004). A Yew in Israel, New Taxane Derivatives†. J. Nat. Prod. 67, 168–173.
Species: Taxus
Notes: Coupling constant not reported for 2' triplet at 3.11 ppm due to overlap.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 2 | br s | |
| 2a | 2.02 | m | |
| 2b | 1.89 | m | |
| 3 | 2.82 | m | |
| 5 | 5.3 | t | 2.1 |
| 6 | 1.74 | m | |
| 7 | 1.74 | m | |
| 9 | 5.85 | d | 10.6 |
| 10 | 6.02 | d | 10.6 |
| 13 | 6.1 | dq | 6.8, 1.5 |
| 14 | 3.78 | d | 6.8 |
| 16 | 1.23 | s | |
| 17 | 1.63 | s | |
| 18 | 2.04 | s | |
| 19 | 0.73 | s | |
| 20a | 5.23 | br s | |
| 20b | 4.98 | d | 1.5 |
| 5-OAc | 1.98 | s | |
| 9-OAc | 2.03 | s | |
| 10-OAc | 2.17 | s | |
| 13-OAc | 2.14 | s | |
| 1' | 4.37 | d | 7.7 |
| 2' | 3.11 | t | |
| 3' | 3.33 | m | |
| 4' | 3.32 | m | |
| 5' | 3.2 | m | |
| 6'a | 3.77 | m | |
| 6'b | 3.64 | m |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 49.5 |
| 2 | 28.2 |
| 3 | 39.6 |
| 4 | 149.8 |
| 5 | 75.9 |
| 6 | 27.6 |
| 7 | 27.6 |
| 8 | 43.4 |
| 9 | 77.2 |
| 10 | 72.4 |
| 11 | 137.4 |
| 12 | 136.4 |
| 13 | 76.8 |
| 14 | 83.6 |
| 15 | 40 |
| 16 | 31.1 |
| 17 | 27.5 |
| 18 | 14.5 |
| 19 | 17.4 |
| 20 | 114.3 |
| 5-OAc | 20.6 |
| 5-OAc | 170.2 |
| 9-OAc | 20.4 |
| 9-OAc | 170.5 |
| 10-OAc | 21.7 |
| 10-OAc | 170.1 |
| 13-OAc | 21.1 |
| 13-OAc | 171.6 |
| 1' | 102.8 |
| 2' | 74.2 |
| 3' | 77.5 |
| 4' | 71.3 |
| 5' | 76.9 |
| 6' | 62.9 |
