Spektraris NMR
2α,7β-Dibenzoxy-5β,20-epoxy-1β-hydroxy-4α,9α,10β,13α-tetraacetoxy-tax-11-ene
Common Name: 2α,7β-Dibenzoxy-5β,20-epoxy-1β-hydroxy-4α,9α,10β,13α-tetraacetoxy-tax-11-ene
Synonyms: 4α,9α,10β,13α-Tetraacetoxy-2α,7β-dibenzoyloxy-5β,20-epoxytax-11-en-1β-ol
CAS Registry Number: 146257-43-4
InChI: InChI=1S/C42H48O14/c1-22-29(51-23(2)43)20-42(49)36(55-38(48)28-17-13-10-14-18-28)34-40(8,35(53-25(4)45)33(52-24(3)44)32(22)39(42,6)7)30(54-37(47)27-15-11-9-12-16-27)19-31-41(34,21-50-31)56-26(5)46/h9-18,29-31,33-36,49H,19-21H2,1-8H3
InChIKey: InChIKey=BUTBRLVRJGSYAM-UHFFFAOYSA-N
Formula: C42H48O14
Molecular Weight: 776.82
Exact Mass: 776.3044
NMR Solvent: CDCl3
MHz: 500.0
Calibration: TMS
NMR references: Chu, A., Zajicek, J., Davin, L.B., Lewis, N.G., and Croteau, R.B. (1992). Mixed acetoxy-benzoxy taxane esters from Taxus brevifolia. Phytochemistry 31, 4249–4252.
Species: Taxus
Notes: Carbon NMR assignments for positions 11 and 12 may be interchanged as well as positions 16 and 17.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 6.4 | d | 7.9 |
| 3 | 3.14 | d | 7.9 |
| 5 | 5 | d | 7.9 |
| 6α | 2.67 | m | |
| 6β | 2.03 | dd | 16.1, 8.2 |
| 7 | 5.82 | t | 8.2 |
| 9 | 6.09 | d | 10.5 |
| 10 | 6.47 | d | 10.5 |
| 13 | 5.72 | t | 7.3 |
| 14α | 2.4 | dd | 14, 7.3 |
| 14β | 1.94 | dd | 14, 7.3 |
| 16 | 1.13 | s | |
| 17 | 1.13 | s | |
| 18 | 1.94 | s | |
| 19 | 1.85 | s | |
| 20α | 4.52 | d | 7.9 |
| 20β | 4.18 | d | 7.9 |
| OAc (1) | 1.86 | s | |
| OAc (2) | 1.9 | s | |
| OAc (3) | 2.18 | s | |
| OAc (4) | 2.2 | s | |
| m-ArH(2) | 7.49 | t | 7.6 |
| p-ArH(2) | 7.62 | t | 7.6 |
| m-ArH(1) | 7.45 | t | 7.6 |
| p-ArH(1) | 7.56 | t | 7.6 |
| o-ArH(2) | 8.02 | d | 7.6 |
| o-ArH(1) | 8.12 | d | 7.6 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 75.2 |
| 2 | 68.2 |
| 3 | 44.5 |
| 4 | 79.2 |
| 5 | 84.5 |
| 6 | 34.7 |
| 7 | 70.4 |
| 8 | 43.9 |
| 9 | 76.6 |
| 10 | 68.3 |
| 11 | 129.9 |
| 12 | 136 |
| 13 | 78.6 |
| 14 | 36.6 |
| 15 | 68.1 |
| 16 | 25.1 |
| 17 | 27.5 |
| 18 | 12.7 |
| 19 | 11.8 |
| 20 | 74.5 |
| OCOMe(1) | 19.8 |
| OCOMe(2) | 20.6 |
| OCOMe(3) | 21.1 |
| OCOMe(4) | 21.9 |
| OCOMe(1) | 169 |
| OCOMe(2) | 169.8 |
| OCOMe(3) | 165 |
| OCOMe(4) | 170.6 |
| OCOPh(1) | 167.4 |
| (o) OCOPh(1) | 129.7 |
| (m) OCOPh(1) | 128.3 |
| (p) OCOPh(1) | 132.9 |
| OCOPh(2) | 165.7 |
| (o) OCOPh(2) | 129.6 |
| (m) OCOPh(2) | 128.8 |
| (p) OCOPh(2) | 133.5 |
