9-Dihydrobaccatin III

9-Dihydrobaccatin III

Common Name: 9-Dihydrobaccatin III

Synonyms: 7,9,13-Trideacetylbaccatin VI

CAS Registry Number: 156168-98-8

InChI: InChI=1S/C31H40O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,20(35)12-21-30(24,14-39-21)42-17(3)33)25(36)23(40-16(2)32)22(15)28(31,4)5/h7-11,19-21,23-26,34-36,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24-,25-,26-,29+,30-,31+/m0/s1

InChIKey: InChIKey=NEAUUILPXJLPHE-UFJLMRSISA-N

Formula: C31H40O11

Molecular Weight: 588.64

Exact Mass: 588.2571

NMR Solvent: CDCl3

MHz: 500.0

Calibration: CDCl3 7.25ppm

NMR references: Zhang, J., Sauriol, F., Mamer, O., and Zamir, L.O. (2000). Taxoids from the needles of the Canadian yew. Phytochemistry 54, 221–230.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1-OH 1.67 br s
2 5.73 d 6
3 3.11 d 6
5 4.93 d 8.9
6a 2.55 ddd 14.9, 8.9, 7.6
6b 1.92 ddd 14.9, 9.8, 1.7
7 4.44 m
9 4.45 d 10.1
10 6.14 d 10.1
13 4.8 m
14a 2.29 dd 14.7, 4.2
14b 2.15 m
16 1.11 s
17 1.64 s
18 2.12 d 1.2
19 1.81 s
20a 4.32 d 8.3
20b 4.17 d 8.3
OAc 2.25 s
OAc 2.15 s
OBz o 8.11 d 7.5
OBz m 7.48 t 7.9
OBz p 7.61 t 7.6

Carbon NMR Peaks

Position PPM
1 78.5
2 73.2
3 46.6
4 82.2
5 84.1
6 37.8
7 73.7
8 44.9
9 76.7
10 73.7
11 134.3
12 142.9
13 68.2
14 38.4
15 42.6
16 27.9
17 21.6
18 15.1
19 12.3
20 76.4
OAc 22.7
OAc 21.1
OBz 1' 167
OBz o 130.1
OBz m 128.5
OBz p 133.7