1β-Acetylbaccatin IV

1β-Acetylbaccatin IV

Common Name: 1β-Acetylbaccatin IV

Synonyms: O-​Acetylbaccatin IV

CAS Registry Number: 132278-43-4

InChI: InChI=1S/C34H46O15/c1-15-23(43-16(2)35)13-34(49-22(8)41)30(47-20(6)39)28-32(11,24(44-17(3)36)12-25-33(28,14-42-25)48-21(7)40)29(46-19(5)38)27(45-18(4)37)26(15)31(34,9)10/h23-25,27-30H,12-14H2,1-11H3/t23-,24-,25+,27+,28-,29-,30-,32+,33-,34+/m0/s1

InChIKey: InChIKey=XLKZXPVMSVAIHO-JMBOANMHSA-N

Formula: C34H46O15

Molecular Weight: 694.72

Exact Mass: 694.2837

NMR Solvent: CDCl3

MHz: 400.0

Calibration: TMS

NMR references: Zhang, Z., and Jia, Z. (1990). Taxanes from Taxus yunnanensis. Phytochemistry 29, 3673–3675.

Species: Taxus

Notes: Coupling constants (Hz) not accurately determined. Relative stereochemistry not determined for protons at position 6.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 5.6 d 8
3 2.93 d 8
5 4.98 d 8
6 1.88 m
6 2.2 m
7 5.5 dd 11, 6
9 6.05 d 10
10 6.28 d 10
13 6.04 dd 10, 7
14 2.52 m
16 1.83 s
17 1.14 s
18 2.13 s
19 1.67 s
20 4.38 d 7
20 4.47 d 7
OAc 1.95 s
OAc 1.98 s
OAc 2 s
OAc 2.04 s
OAc 2.06 s
OAc 2.09 s
OAc 2.12 s

Carbon NMR Peaks

Position PPM
1 76.7
2 70.3
3 43.5
4 79.6
5 68.3
6 31.1
7 68
8 49.4
9 75
10 79.4
11 146.5
12 137.6
13 79.6
14 37.8
15 44.9
16 14.6
17 27.7
18 27.9
19 11.7
20 64.6
OAc 20.7
OAc 20.7
OAc 20.8
OAc 21
OAc 21
OAc 21.1
OAc 21.4
OAc 170.4
OAc 170.5
OAc 169.7
OAc 169.6
OAc 169.3
OAc 169.1
OAc 167.8