13-​Deacetylbaccatin VI

13-​Deacetylbaccatin VI

Common Name: 13-​Deacetylbaccatin VI

Synonyms:

CAS Registry Number: 148877-81-0

InChI: InChI=1S/C35H44O13/c1-17-23(40)15-35(42)30(47-31(41)22-12-10-9-11-13-22)28-33(8,24(44-18(2)36)14-25-34(28,16-43-25)48-21(5)39)29(46-20(4)38)27(45-19(3)37)26(17)32(35,6)7/h9-13,23-25,27-30,40,42H,14-16H2,1-8H3/t23-,24-,25+,27+,28-,29-,30-,33+,34-,35+/m0/s1

InChIKey: InChIKey=VKVONEINAKWUDS-RVNSTROOSA-N

Formula: C35H44O13

Molecular Weight: 672.72

Exact Mass: 672.2782

NMR Solvent: CDCl3

MHz: 300.0

Calibration: TMS

NMR references: Barboni, L., Gariboldi, P., Torregiani, E., Appendino, G., Gabetta, B., Zini, G., and Bombardelli, E. (1993). Taxanes from the needles of Taxus wallichiana. Phytochemistry 33, 145–150.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 6.1 d 7.9
3 3.14 d 7.9
5 4.94 dd 7.9, 1.5
6α 2.53 dt 15.4, 7.9
6β 1.9 dd 15.4, 8.5
7 5.53 t 8.2
9 6.16 d 10.6
10 6.53 d 10.6
13 4.46 t 7.4
14α 1.6 dd 15.1, 7.4
14β 2.23 dd 15.1, 7.7
16 1.04 s
17 1.15 s
18 2.01 s
19 1.67 s
20A 4.5 d 7.9
20B 4.4 d 7.9
OOCMe 2.15 s
OOCMe 2.07 s
OOCMe 2.01 s
OOCMe 1.73 s
2',6' 7.84 d 7.8
3',5' 7.41 t 7.8
4' 7.54 t 7.8

Carbon NMR Peaks

Position PPM
1 75.4
2 68
3 44
4 79.9
5 85
6 34.8
7 70.4
8 67.7
9 76.5
10 69.2
11 133.9
12 151.5
13 77
14 39.5
15 43.7
16 27.4
17 25.1
18 11.9
19 12.6
20 74.9
OOCMe 22.3
OOCMe 21.6
OOCMe 21.4
OOCMe 20.6
OOCMe 171.2
OOCMe 170.4
OOCMe 169.9
OOCMe 169.8
7' 164.1
1' 129
2',6' 129.5
3',5' 128.7
4' 133.4