Spektraris NMR
10-(β-hydroxybutyrl)-10-deacetyltaxol
Common Name: 10-(β-hydroxybutyrl)-10-deacetyltaxol
Synonyms:
CAS Registry Number: 90332-68-6
InChI: InChI=1S/C49H55NO15/c1-26(51)22-35(54)63-39-36-27(2)32(62-45(59)38(55)37(29-16-10-7-11-17-29)50-43(57)30-18-12-8-13-19-30)24-49(60,46(36,4)5)42(64-44(58)31-20-14-9-15-21-31)40-47(6,41(39)56)33(53)23-34-48(40,25-61-34)65-28(3)52/h7-21,26,32-34,37-40,42,51,53,55,60H,22-25H2,1-6H3,(H,50,57)/t26?,32-,33-,34+,37-,38+,39+,40-,42-,47+,48-,49+/m0/s1
InChIKey: InChIKey=YHFPPEJTHPISLW-ROBCKNCGSA-N
Formula: C49H55N1O15
Molecular Weight: 897.96
Exact Mass: 897.3572
NMR Solvent: CDCl3
MHz: 400.0
Calibration: TMS
NMR references: Sénilh, V., Blechert, S., Colin, M., Guénard, D., Picot, F., Potier, P., and Varenne, P. (1984). Mise en Évidence de Nouveaux Analogues du Taxol Extraits de Taxus baccata. J. Nat. Prod. 47, 131–137.
Species: Taxus
Notes: Note reference written in French and therefore description of butyrate protons is not totally clear. Relative stereochemistry not reported for protons at positions 6. Coupling constants were not accurately determined. Aromatic protons not well described or missing.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.67 | d | 7 |
| 3 | 3.79 | d | 7 |
| 5 | 4.92 | d | 8.5 |
| 6 | 1.85 | m | |
| 6 | 2.55 | m | |
| 7 | 4.38 | m | |
| 10 | 6.34 | s | |
| 13 | 6.21 | t | 9 |
| 14 | 2.32 | m | |
| 16 | 1.24 | s | |
| 17 | 1.12 | s | |
| 18 | 1.81 | s | |
| 19 | 1.69 | s | |
| 20 | 4.19 | d | 9 |
| 20 | 4.31 | d | 9 |
| OAc | 2.38 | ||
| 2' | 4.79 | d | 3 |
| 3' | 5.78 | dd | 9, 3 |
| 3'-Ph | 7.35 | ||
| NH | 7.03 | d | 9 |
| β-butyrate | 1.3 | ||
| β-butyrate | 4.38 | ||
| β-butyrate | 2.55 | ||
| β-butyrate | 2.73 |
