Spektraris NMR
2'-Acetyl-7-epi-cephalomannine
Common Name: 2'-Acetyl-7-epi-cephalomannine
Synonyms:
CAS Registry Number: 340739-83-5
InChI: InChI=1S/C47H55NO15/c1-10-24(2)41(54)48-35(29-17-13-11-14-18-29)37(60-27(5)50)43(56)61-31-22-47(57)40(62-42(55)30-19-15-12-16-20-30)38-45(9,32(52)21-33-46(38,23-58-33)63-28(6)51)39(53)36(59-26(4)49)34(25(31)3)44(47,7)8/h10-20,31-33,35-38,40,52,57H,21-23H2,1-9H3,(H,48,54)/b24-10+/t31-,32+,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1
InChIKey: InChIKey=YQYRKKVPBWOSFA-YHTZATPGSA-N
Formula: C47H55N1O15
Molecular Weight: 873.94
Exact Mass: 873.3572
NMR Solvent: CDCl3
MHz: Not mentioned in reference.
Calibration: Not mentioned in reference.
NMR references: Zhang, J., Sauriol, F., Mamer, O., You, X.-L., Alaoui-Jamali, M.A., Batist, G., and Zamir, L.O. (2001). New Taxane Analogues from the Needles of Taxus canadensis. J. Nat. Prod. 64, 450–455.
Species: Taxus
Notes: Carbon assignment missing for positions 4 and a few other side chain carbons, see reference for details.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 5.75 | d | 7.5 |
| 3 | 3.92 | d | 7.5 |
| 5 | 4.92 | dd | 10.1, 3.5 |
| 6a | 2.37 | m | |
| 6b | 2.29 | m | |
| 7 | 3.7 | m | |
| OH-7 | 4.67 | d | 11.6 |
| 10 | 6.82 | s | |
| 13 | 6.21 | br t | 9.5 |
| 14 | 2.34 | m | |
| 14 | 2.15 | m | |
| 16 | 1.21 | s | |
| 17 | 1.14 | s | |
| 18 | 1.89 | d | 0.9 |
| 19 | 1.66 | s | |
| 20 | 4.37 | s | |
| OAc | 2.5 | s | |
| OAc | 2.18 | s | |
| OAc | 2.1 | s | |
| OBz-o | 8.15 | d | 7.9 |
| OBz-m | 7.52 | t | 7.6 |
| OBz-p | 7.61 | t | 7.6 |
| 2' | 5.48 | d | 3 |
| 3' | 5.84 | dd | 9.7, 3 |
| Ph 3' | 7.34 | m | |
| NH 4' | 6.44 | d | 9 |
| α=CMe | 1.78 | br s | |
| β=CH | 6.39 | 6.8, 1.3 | |
| β=CMe | 1.71 | dq | 6.8, 1 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 79.3 |
| 2 | 75.1 |
| 3 | 40.2 |
| 5 | 82.5 |
| 6 | 35.2 |
| 7 | 75.7 |
| 8 | 57.3 |
| 9 | 207 |
| 10 | 77.9 |
| 11 | 132.9 |
| 12 | 140.3 |
| 13 | 71.5 |
| 14 | 35.5 |
| 15 | 42.4 |
| 16 | 25.8 |
| 17 | 21.2 |
| 18 | 14.5 |
| 19 | 16.1 |
| 20 | 77.4 |
| OAc | 22.5 |
| OAc | 171.6 |
| OAc | 20.5 |
| OAc | 169.2 |
| OAc | 20.3 |
| OAc | 169.5 |
| OBz-o | 130.2 |
| OBz-m | 128.7 |
| 2' | 74 |
| Ph 3' | 126.3 |
| Ph 3' | 128.9 |
| α=CMe | 12.5 |
| β=CMe | 13.9 |
