2-debenzoyl-14β-benzoyloxy-10-deacetylbaccatin III

2-debenzoyl-14β-benzoyloxy-10-deacetylbaccatin III

Common Name: 2-debenzoyl-14β-benzoyloxy-10-deacetylbaccatin III

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C29H36O11/c1-13-18-20(33)22(34)27(5)16(31)11-17-28(12-38-17,40-14(2)30)21(27)23(35)29(37,26(18,3)4)24(19(13)32)39-25(36)15-9-7-6-8-10-15/h6-10,16-17,19-21,23-24,31-33,35,37H,11-12H2,1-5H3/t16-,17+,19+,20+,21-,23-,24?,27+,28?,29-/m0/s1

InChIKey: SFQBQZGKTFOJJR-YJPPHFHPSA-N

Formula: C29H36O11

Molecular Weight: 560.5908

Exact Mass: 560.2258

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 3.77 t 7
3 3.52 d 6.8
5 4.9 br d 8.7
6a 2.28 m
6b 1.65 br t 12.5
7 4.07 ddd 11.5, 6.9, 6.5
10 5.13 d 2.7
13 4.77 br t 6
14 4.99 d 6
16 1.12 s
17 0.89 s
18 1.9 br s
19 1.49 s
20a 4.48 d 9.1
20b 4.43 d 9.1
OBz 8 d 7.5
7.65 t 7.5
7.52 t 7.5
OAc 2.07 s

Carbon NMR Peaks

Position PPM
1 77.7
2 73.6
3 47.7
4 81.7
5 83.7
6 37.3
7 71.7
8 57.9
9 210.9
10 74.3
11 136.4
12 138.8
13 72.7
14 77.5
15 43
16 27.1
17 21.2
18 15.4
19 10.1
20 77.6
OBz 166.9
133.6
130.6
129.9
129