Taxa-4(20),11(12)-diene

Taxa-4(20),11(12)-diene

Common Name: Taxa-4(20),11(12)-diene

Synonyms: Taxa-4(20),11-diene

CAS Registry Number: 178963-58-1

InChI: InChI=1S/C20H32/c1-14-7-6-11-20(5)12-10-17-15(2)8-9-16(13-18(14)20)19(17,3)4/h16,18H,1,6-13H2,2-5H3/t16-,18+,20-/m0/s1

InChIKey: InChIKey=YCJUJZCHFIQIEU-HQRMLTQVSA-N

Formula: C20H32

Molecular Weight: 272.47

Exact Mass: 272.2504

NMR Solvent: CDCl3

MHz: 300.0

Calibration: CDCl3

NMR references: Rubenstein, S.M., and Williams, R.M. (1995). Studies on the Biosynthesis of Taxol: Total Synthesis of Taxa-4(20),11(12)-diene and Taxa-4(5),11(12)-diene. The First Committed Biosynthetic Intermediate. J. Org. Chem. 60, 7215–7223.

Species: Taxus

Notes: 1H-NMR and 13C-NMR assignments not reported in reference. Multiplets at 2.30, 2.08, and 1.75 ppm were reported in reference as 2.38-2.21, 2.2-1.95, and 1.95-1.55 ppm respectively.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
5.27 m
2.6 ddd 14.8, 10, 5.2
2.5 br s
2.3 m
2.08 m
1.75 m
1.69 s
1.68 s
1.4 ddd 14.8, 5.5, 5.5
1.31 s
1.18 dd 12.7, 6
1 s
0.8 s

Carbon NMR Peaks

Position PPM
138.5
137.7
129.5
121.1
44.3
41.4
39.8
39
38.5
37.3
30.7
29.8
28.4
26.3
24.5
23.9
23.2
22.6
21.6
21.5