Spektraris NMR
2'-Acetyl-7-epi-taxol
Common Name: 2'-Acetyl-7-epi-taxol
Synonyms:
CAS Registry Number: 172586-62-8
InChI: InChI=1S/C49H53NO15/c1-26-33(63-45(58)39(62-28(3)52)37(30-17-11-8-12-18-30)50-43(56)31-19-13-9-14-20-31)24-49(59)42(64-44(57)32-21-15-10-16-22-32)40-47(7,34(54)23-35-48(40,25-60-35)65-29(4)53)41(55)38(61-27(2)51)36(26)46(49,5)6/h8-22,33-35,37-40,42,54,59H,23-25H2,1-7H3,(H,50,56)/t33-,34+,35+,37-,38+,39+,40-,42-,47+,48-,49+/m0/s1
InChIKey: InChIKey=IHVCSECZNFZVKP-AMQOMERJSA-N
Formula: C49H53N1O15
Molecular Weight: 895.94
Exact Mass: 895.3415
NMR Solvent: CDCl3
MHz: Not mentioned in reference.
Calibration: Not mentioned in reference.
NMR references: Zhang, J., Sauriol, F., Mamer, O., and Zamir, L.O. (2000). New Taxanes from the Needles of Taxus canadensis. J. Nat. Prod. 63, 929–933.
Species: Taxus
Notes: 3'-Ph carbon atoms not assigned in reference between 128.0-138.0 ppm therefore missing from our table.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.74 | d | 7.1 |
| 3 | 3.93 | d | 7.1 |
| 5 | 4.93 | dd | 8.6, 3.4 |
| 6a | 2.33 | m | |
| 6b | 2.28 | m | |
| 7 | 3.7 | br ddd | 11.4, 4.7, 1.7 |
| 7-OH | 4.67 | d | 11.4 |
| 10 | 6.82 | s | |
| 13 | 6.22 | t | 9 |
| 14a | 2.36 | m | |
| 14b | 2.13 | m | |
| 16 | 1.17 | s | |
| 17 | 1.13 | s | |
| 18 | 1.9 | s | |
| 19 | 1.66 | s | |
| 20 | 4.38 | br s | |
| OAc | 2.53 | s | |
| OAc | 2.18 | s | |
| OAc | 2.13 | m | |
| 2' | 5.55 | d | 3.3 |
| 3' | 5.97 | dd | 9.1, 3.3 |
| 4' | 6.87 | d | 9.1 |
| OBz-o | 8.16 | d | 7.8 |
| OBz-p | 7.6 | t | 7.4 |
| OBz-m | 7.52 | t | 7.2 |
| 3'-Ph | 7.4 | m | |
| 5'-Ph-o | 7.72 | d | 7.7 |
| 5'-Ph-m | 7.4 | m |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 79.1 |
| 2 | 75.6 |
| 3 | 40.6 |
| 4 | 82.1 |
| 5 | 83 |
| 6 | 35.2 |
| 7 | 75.7 |
| 8 | 57.6 |
| 9 | 207.4 |
| 10 | 78 |
| 11 | 132.9 |
| 12 | 140.2 |
| 13 | 71.8 |
| 14 | 35.8 |
| 15 | 42.5 |
| 16 | 25.9 |
| 17 | 21.3 |
| 18 | 14.6 |
| 19 | 16.2 |
| 20 | 77.9 |
| OCOCH3 | 171.7 |
| OCOCH3 | 169.8 |
| OCOCH3 | 169.1 |
| OCOCH3 | 22.5 |
| OCOCH3 | 20.9 |
| OCOCH3 | 20.7 |
| 1' | 167.8 |
| 2' | 74 |
| 3' | 52.9 |
| 5' | 167 |
| OBz-1 | 129.5 |
| OBz-o | 130.3 |
| OBz-p | 133.7 |
| OBz-m | 129.1 |
| OCOPh | 167.3 |
| 5'-Ph-o | 127.4 |
| 5'-Ph-m | 129.1 |
| 5'-Ph-p | 132.4 |
