10,15-epoxy-11(15→1)abeo-10-deacetylbaccatin III

10,15-epoxy-11(15→1)abeo-10-deacetylbaccatin III

Common Name: 10,15-epoxy-11(15→1)abeo-10-deacetylbaccatin III

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C29H34O9/c1-14-17(31)12-28-20(14)21(38-26(28,3)4)23(33)27(5)18(32)11-19-29(13-35-19,37-15(2)30)22(27)24(28)36-25(34)16-9-7-6-8-10-16/h6-10,17-19,21-22,24,31-32H,11-13H2,1-5H3/t17-,18-,19+,21+,22-,24?,27+,28-,29?/m0/s1

InChIKey: CSFNFRASRALBBG-AUCUGAHWSA-N

Formula: C29H34O9

Molecular Weight: 526.5761

Exact Mass: 526.2203

NMR Solvent: CDCl3

MHz: 300 MHz (H), 75.4 MHz (C)

Calibration: SiMe4

NMR references: Appendino, G.

Ozen, H. C.

Gariboldi, P.

Torregiani, E.

Gabetta, B.

Nizzola, R.

Bombardelli, E. J. Chem. Soc., Perkin Trans. 1 1993, 14, 1563.

Species: T. wallichiana collected in Western Himalaya

Notes: structure data identified in taxus

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 6.23 d 10.2
3 3.14 d 10.2
5 4.73 br d 8
6a 2.42 m
7 4.88 dd 9.9, 4.4
10 4.69 s
13 4.52 m
16 1.78 s
17 1.71 s
18 1.9 br s
19 1.08 s
20a 4.58 d 8.1
20b 4.24 d 8.1
OBz 8.2 d 7.3
7.63 t 7.3
7.49 t 7.3
OAc 2.15 s

Carbon NMR Peaks

Position PPM
1 68
2 69.2
3 44.5
4 81
5 85.5
6 35.4
7 71
8 54.5
9 211.1
10 84.3
11 135.8
12 144.6
13 80.8
14 33.7
15 85.7
16 25.6
17 22.7
18 11.3
19 10.2
20 76.4
OBz 164.3
133.7
130.1
129.3
128.6