10-Deacetylyunnanxane

10-Deacetylyunnanxane

Common Name: 10-Deacetylyunnanxane

Synonyms:

CAS Registry Number: 171864-28-1

InChI: InChI=1S/C29H44O8/c1-14-12-22(37-27(34)15(2)17(4)30)25-26(36-19(6)32)24-16(3)21(35-18(5)31)10-11-29(24,9)13-20(33)23(14)28(25,7)8/h15,17,20-22,24-26,30,33H,3,10-13H2,1-2,4-9H3/t15-,17+,20-,21-,22-,24-,25-,26-,29-/m0/s1

InChIKey: InChIKey=OKVOKMSHJWDUMH-KZMRMNSNSA-N

Formula: C29H44O8

Molecular Weight: 520.65

Exact Mass: 520.3036

NMR Solvent: CDCl3

MHz: 300.0

Calibration: TMS

NMR references: Gabetta, B., Peterlongo, F., Zini, G., Barboni, L., Rafaiani, G., Ranzuglia, P., Torregiani, E., Appendino, G., and Cravotto, G. (1995). Taxanes from Taxus x media. Phytochemistry 40, 1825–1828.

Species: Taxus

Notes: 7α and 7β protons reported as interchangable.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.89 d 2.4
2 5.36 dd 6.7, 2.4
3 2.92 d 6.7
5 5.28 br s
6α 1.8 m
6β 1.8 m
7α 1.24 m
7β 1.92 m
9α 1.68 dd 14.9, 5.7
9β 2.38 dd 14.9, 11.6
10 5.11 dd 11.6, 5.7
13α 2.84 dd 18.9, 9.1
13β 2.38 m
14α 5.02 dd 9.1, 4.6
16 1.73 s
17 1.18 s
18 1.98 d 0.9
19 0.84 s
20a 5.26 br s
20b 4.82 br s
Ac 2.18 s
Ac 2.02 s
2' 2.38 m
3' 3.85 m
4' 1.21 d 6.4
2'-Me 1.16 d 6.4

Carbon NMR Peaks

Position PPM
1 59.2
2 70.6
3 41.9
4 142.3
5 78.3
6 28.9
7 33.9
8 39.6
9 47
10 67.2
11 138.7
12 132.2
13 39.5
14 70.9
15 37.4
16 25.3
17 32
18 21
19 22.5
20 116.8
COAc 169.9
COAc 169.8
Ac 21.4
Ac 21.9
1' 174.8
2' 46.9
3' 69.3
4' 20.7
2'-Me 14