2-Debenzoyl-2-tigloyl-10-deacetylbaccatin III

2-Debenzoyl-2-tigloyl-10-deacetylbaccatin III

Common Name: 2-Debenzoyl-2-tigloyl-10-deacetylbaccatin III

Synonyms: 10-Deacetyl-2-debenzoyl-2-tigloyl-baccatin III

CAS Registry Number: 171926-87-7

InChI: InChI=1S/C27H38O10/c1-8-12(2)23(33)36-22-20-25(7,16(30)9-17-26(20,11-35-17)37-14(4)28)21(32)19(31)18-13(3)15(29)10-27(22,34)24(18,5)6/h8,15-17,19-20,22,29-31,34H,9-11H2,1-7H3/b12-8+/t15-,16-,17+,19+,20-,22-,25+,26-,27+/m0/s1

InChIKey: InChIKey=GADAUHGBDGVMET-ORSMARSKSA-N

Formula: C27H38O10

Molecular Weight: 522.58

Exact Mass: 522.2465

NMR Solvent: DMSO-d6

MHz: 300.0

Calibration: TMS

NMR references: Gabetta, B., de Bellis, P., Pace, R., Appendino, G., Barboni, L., Torregiani, E., Gariboldi, P., and Viterbo, D. (1995). 10-Deacetylbaccatin III Analogues from Taxus baccata. J. Nat. Prod. 58, 1508–1514.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 5.18 d 7
3 3.67 d 7
5 4.87 br d 7.6
6α 2.24 m
6β 1.6 m
7 4.03 m
10 5.06 d 2.4
13 4.55 br t 8
14α 2.06 dd 14.5, 9.4
14β 2.03 dd 14.5, 7.3
16 0.85 s
17 0.9 s
18 1.78 br s
19 1.45 s
20α 3.95 d 8.1
20β 4.12 d 8.1
Ac 2.1 s

Carbon NMR Peaks

Position PPM
1 77.2
2 74.6
3 47
4 80.4
5 84.2
6 37
7 71.4
8 57.4
9 210.8
10 74.8
11 134.9
12 141.9
13 66.5
14 39.2
15 42.8
16 20.6
17 27.2
18 15.2
19 10.1
20 75.9
Ac 169.9
Ac 22.6