Spektraris NMR
2α,5α-Diacetoxy-14β-2'α-methylbutanoate-10β-O-(β-D-glucopyranosyl)taxa-4(20),11-diene
Common Name: 2α,5α-Diacetoxy-14β-2'α-methylbutanoate-10β-O-(β-D-glucopyranosyl)taxa-4(20),11-diene
Synonyms: 2α,5α-Diacetoxy-10β-(β-D-glucopyranosyloxy)-14β-[(S)-2'-methylbutanoyloxy]taxa-4(20),11-diene
CAS Registry Number: 640278-62-2
InChI: InChI=1S/C35H54O12/c1-10-16(2)32(42)45-22-13-17(3)25-23(46-33-30(41)29(40)28(39)24(15-36)47-33)14-35(9)12-11-21(43-19(5)37)18(4)26(35)31(44-20(6)38)27(22)34(25,7)8/h16,21-24,26-31,33,36,39-41H,4,10-15H2,1-3,5-9H3/t16-,21-,22-,23-,24+,26-,27-,28+,29-,30+,31-,33+,35-/m0/s1
InChIKey: InChIKey=WNJJVVLRBZBRTM-VHSBVVHFSA-N
Formula: C35H54O12
Molecular Weight: 666.8
Exact Mass: 666.3615
NMR Solvent: acetone-d6
MHz: 500.0
Calibration: Not mentioned.
NMR references: Shi, Q.-W., Sauriol, F., Mamer, O., and Zamir, L.O. (2003). New Minor Taxane Derivatives from the Needles of Taxus canadensis. J. Nat. Prod. 66, 1480–1485.
Species: Taxus
Notes: 13a double doublet (dd) coupling constants (J) not reported due to overlap. See reference for details.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 1.82 | d | 2.2 |
| 2 | 5.38 | dd | 6.6, 2.2 |
| 3 | 2.98 | d | 6.6 |
| 5 | 5.24 | m | |
| 6 | 1.77 | m | |
| 7a | 1.96 | m | |
| 7b | 1.19 | m | |
| 9a | 2.36 | dd | 14.8, 12.4 |
| 9b | 1.61 | m | |
| 10 | 5.32 | dd | 11.9, 5.2 |
| 13a | 2.87 | dd | |
| 13b | 2.43 | dd | 18.9, 4.5 |
| 14 | 4.97 | dd | 9.4, 4.9 |
| 16 | 1.19 | s | |
| 17 | 1.69 | s | |
| 18 | 2.06 | s | |
| 19 | 0.84 | s | |
| 20a | 5.24 | br s | |
| 20b | 4.85 | br s | |
| OAc | 2.14 | s | |
| OAc | 1.96 | s | |
| 2' | 2.32 | sextet | 7 |
| 3'a | 1.6 | m | |
| 3'b | 1.47 | m | |
| Me-4' | 0.86 | t | 7.3 |
| Me-5' | 1.08 | d | 6.9 |
| 1" | 4.32 | d | 7.8 |
| 2" | 3.25 | t | 8 |
| 3" | 3.33 | m | |
| 4" | 3.33 | m | |
| 5" | 3.22 | m | |
| 6"a | 3.84 | dd | 11.3, 2.2 |
| 6"b | 3.65 | dd | 11.5, 5.5 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 59.5 |
| 2 | 70.1 |
| 3 | 42.1 |
| 4 | 142.7 |
| 5 | 77.7 |
| 6 | 28.6 |
| 7 | 33.6 |
| 8 | 39.3 |
| 9 | 44.7 |
| 10 | 70.9 |
| 11 | 135.5 |
| 12 | 136.3 |
| 13 | 39.7 |
| 14 | 69.7 |
| 15 | 36.8 |
| 16 | 30.9 |
| 17 | 24.2 |
| 18 | 20.1 |
| 19 | 21.9 |
| 20 | 115.9 |
| OAc | 21 |
| OAc | 168.6 |
| OAc | 20.4 |
| OAc | 168.8 |
| 1' | 174.4 |
| 2' | 40.7 |
| 3' | 26.6 |
| Me-4' | 10.8 |
| Me-5' | 16 |
| 1" | 98.5 |
| 2" | 73.7 |
| 3" | 77.4 |
| 4" | 70.8 |
| 5" | 76.5 |
| 6" | 61.8 |
