10-​Deacetylbaccatin VI

10-​Deacetylbaccatin VI

Common Name: 10-​Deacetylbaccatin VI

Synonyms:

CAS Registry Number: 188789-50-6

InChI: InChI=1S/C35H44O13/c1-17-23(44-18(2)36)15-35(42)30(47-31(41)22-12-10-9-11-13-22)28-33(8,29(46-20(4)38)27(40)26(17)32(35,6)7)24(45-19(3)37)14-25-34(28,16-43-25)48-21(5)39/h9-13,23-25,27-30,40,42H,14-16H2,1-8H3/t23-,24-,25+,27+,28-,29-,30-,33+,34-,35+/m0/s1

InChIKey: InChIKey=HSGNPIWQFGGNCN-RVNSTROOSA-N

Formula: C35H44O13

Molecular Weight: 672.72

Exact Mass: 672.2782

NMR Solvent: CDCl3; pyridine-d5

MHz: 400.0

Calibration: Residual solvent 7.24 ppm and 77.0 ppm for proton NMR; 8.71 ppm and 149.9 ppm for carbon NMR.

NMR references: Zhang Hongjie, Mu Qing, Xiang Wei, Yao Ping, Sun Handong, and Takeda, Y. (1997). Intramolecular transesterified taxanes from Taxus yunnanensis. Phytochemistry 44, 911–915.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 5.86 d 5.6
3 3.17 d 5.6
5 4.94 d 8.8
2.46 ddd 15.2, 8.6, 6.4
1.89 m
7 5.48 br t 9.2
9 5.93 d 11
10 5.15 d 11
13 6.2 br t 8.8
14 2.2 m
16 1.3 s
17 1.6 s
18 1.92 d 1.6
19 1.81 s
20a 4.32 d 8.4
20b 4.13 d 8.4
o-Ph 8.1 dd 7.3, 1.5
m-Ph 7.47 t 7.6
p-Ph 7.6 t 7.3
OAc-Me 2.3 s
OAc-Me 2.2 s
OAc-Me 2.17 s
OAc-Me 2.14 s
OH-1 1.74 s

Carbon NMR Peaks

Position PPM
1 78.3
2 74.5
3 47.5
4 82
5 84.1
6 35.3
7 72.6
8 46.5
9 78.4
10 68.2
11 140.2
12 135.3
13 70.8
14 36.9
15 44
16 28.9
17 23.8
18 14.9
19 13.5
20 76.7
Ph-C=O 166.3
q-Ph 131.1
o-Ph 130.4
m-Ph 128.9
p-Ph 133.4
OAc-C=O 170.9
OAc-C=O 170.9
OAc-C=O 170.3
OAc-C=O 169.8
OAc-Me 22.7
OAc-Me 21.7
OAc-Me 21.2
OAc-Me 21.2