9-deacetyl-9-benzoyl-10-debenzoylbrevifoliol 

9-deacetyl-9-benzoyl-10-debenzoylbrevifoliol 

Common Name: 9-deacetyl-9-benzoyl-10-debenzoylbrevifoliol 

Synonyms:

CAS Registry Number:

InChI: 1S/C32H46O4/c1-19-15-27(35-23(5)33)31(9)26(21(19)3)18-32(30(6,7)8)17-20(2)22(4)25(32)16-28(31)36-29(34)24-13-11-10-12-14-24/h10-13,19-20,24,26-28H,3,14-18H2,1-2,4-9H3/t19-,20-,24?,26+,27-,28-,31-,32+/m1/s1

InChIKey: WFPFJWSYMPNIEX-SFIJLORRSA-N

Formula: C29H38O8

Molecular Weight: 514.6057

Exact Mass: 514.2564

NMR Solvent: CDCl13

MHz:

Calibration: TMS

NMR references: Chen, R., Kingston, D.G.I., Isolation and structure elucidation of new taxoids from Taxus brevifolia. Journal of Natural Products Vol. 57, No. 7, pp. 1017-1021. 1994.

Species: The starting material for the work was a “pre-taxol” fraction from a previous large-scale isolation of taxol from T. brevifolia done by the authors.

Notes: The wedges are incredibly hard to distinguish from the regular lines in the model of the chemical. They also did not include the MHz the NMR was run at.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 6.04 d 7.4
3 3 d 7.4
5 4.89 br d 8.5
6α 1.8 m
6β 2.55 ddd 16, 8.2, 1.5
7 4.2 br t 8.2
9 4.3 d 10.4
10 4.55 d 10.4
13 4.58 br t
14α 1.75 dd 15, 7.4
14β 2.25 dd 15, 7.4
16 1.08 s
17 1.05 s
18 1.93 d 0.8
19 1.84 s
20α 4.43 d 7.9
20β 4.08 dd 7.9
OCOCH3 2.2 s
Ar o 7.99 d 7.2
Ar m 7.46 m
Ar p 7.6 m

Carbon NMR Peaks

Position PPM
1 67.7
2 68.8
3 44.5
4 80.4
5 85.1
6 37.2
7 72.4
8 42.6
9 80.7
10 68.7
11 137.2
12 146.8
13 77.6
14 39.4
15 76.4
16 24.7
17 27.7
18 11.4
19 12.2
20 74.7
OCOCH3 22.4
OCOCH3 171.1
OCOC6H5 166.2
Ar i 129.9
Ar o 129.6
Ar m 128.6
Ar p 133.9