Spektraris NMR
7-(β-Xylosyl)-N-methyltaxol C
Common Name: 7-(β-Xylosyl)-N-methyltaxol C
Synonyms:
CAS Registry Number: 550373-59-6
InChI: InChI=1S/C52H67NO18/c1-9-10-13-22-36(57)53(8)38(30-18-14-11-15-19-30)40(59)47(63)68-33-24-52(64)45(70-46(62)31-20-16-12-17-21-31)43-50(7,44(61)42(67-28(3)54)37(27(33)2)49(52,5)6)34(23-35-51(43,26-66-35)71-29(4)55)69-48-41(60)39(58)32(56)25-65-48/h11-12,14-21,32-35,38-43,45,48,56,58-60,64H,9-10,13,22-26H2,1-8H3/t32-,33+,34+,35-,38+,39+,40-,41-,42-,43+,45+,48+,50-,51+,52-/m1/s1
InChIKey: InChIKey=IUBPSKMTVDLMQV-QJWDVIMVSA-N
Formula: C52H67N1O18
Molecular Weight: 994.08
Exact Mass: 993.4358
NMR Solvent: Pyridine-d5
MHz: 500.0
Calibration: Residual solvent, exact ppm not reported.
NMR references: Li, S.-H., Zhang, H.-J., Niu, X.-M., Yao, P., Sun, H.-D., and Fong, H.H.. (2003). Novel taxoids from the Chinese yew Taxus yunnanensis. Tetrahedron 59, 37–45.
Species: Taxus
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 6.29 | d | 6.7 |
| 3 | 4.35 | d | 6.7 |
| 5 | 5.24 | d | 9 |
| 6a | 2.42 | m | |
| 6b | 3.11 | m | |
| 7 | 4.87 | dd | 10.1, 7.1 |
| 10 | 7.13 | s | |
| 13 | 6.72 | t | 9.4 |
| 14a | 2.99 | dd | 15.4, 6.1 |
| 14b | 3.11 | m | |
| 16 | 1.67 | s | |
| 17 | 1.42 | s | |
| 18 | 2.37 | br s | |
| 19 | 2.19 | s | |
| 20a | 4.44 | d | 8.3 |
| 20b | 4.53 | d | 8.3 |
| 2' | 5.65 | br d | 3.7 |
| 3' | 6.78 | br d | 3.5 |
| 6' | 2.32 | t | 7.5 |
| 7' | 1.61 | m | |
| 8' | 1.18 | m | |
| 9' | 1.12 | m | |
| 10' | 0.74 | t | 7 |
| 10-OAc | 2.06 | s | |
| 4-OAc | 2.51 | s | |
| N-CH3 | 3.13 | s | |
| xyl-H-5""a | 3.61 | t | 11 |
| xyl-H-2"" | 3.82 | t | 8 |
| xyl-H-3"" | 4.06 | t | 8.6 |
| xyl-H-4"" | 4.1 | m | |
| xyl-H-5""b | 4.25 | dd | 11.3, 5.1 |
| xyl-H-1"" | 4.8 | d | 7.4 |
| 2''' | 7.75 | d | 7.7 |
| 3''' | 7.41 | t | 7.6 |
| 4''' | 7.33 | t | 8 |
| Bz-H-3" | 8.3 | d | 7.4 |
| Bz-H-4" | 7.33 | t | 7.5 |
| Bz-H-5" | 7.41 | t | 7.3 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 77.9 |
| 2 | 75.7 |
| 3 | 47.8 |
| 4 | 81.5 |
| 5 | 84.4 |
| 6 | 36.5 |
| 7 | 80.4 |
| 8 | 58.4 |
| 9 | 203.1 |
| 10 | 77.1 |
| 11 | 134.2 |
| 12 | 141.1 |
| 13 | 71.7 |
| 14 | 36.5 |
| 15 | 44.3 |
| 16 | 22 |
| 17 | 26.9 |
| 18 | 14.7 |
| 19 | 11.6 |
| 20 | 76.6 |
| 1' | 174.4 |
| 2' | 72.7 |
| 3' | 57.9 |
| 5' | 174.4 |
| 6' | 33.8 |
| 7' | 25.3 |
| 8' | 31.7 |
| 9' | 22.8 |
| 10' | 14.1 |
| 10-OAc CH3 | 21 |
| 10-OAc C=O | 170 |
| 4-OAc CH3 | 22.7 |
| 4-OAc C=O | 170.8 |
| N-CH3 | 33.8 |
| xyl-C-5"" | 67.1 |
| xyl-C-2"" | 74.6 |
| xyl-C-3"" | 77.9 |
| xyl-C-4"" | 70.7 |
| xyl-C-1"" | 105.4 |
| 1''' | 138.7 |
| 2''' | 129.1 |
| 3''' | 128.9 |
| 4''' | 127.9 |
| Bz-C-1" | 166.4 |
| Bz-C-2" | 131.1 |
| Bz-C-3" | 130.4 |
| Bz-C-4" | 128.9 |
| Bz-C-5" | 133.3 |
