13-​Deoxo-​13α-​(acetyloxy)​-​1-​deoxytaxine B

13-​Deoxo-​13α-​(acetyloxy)​-​1-​deoxytaxine B

Common Name: 13-​Deoxo-​13α-​(acetyloxy)​-​1-​deoxytaxine B

Synonyms:

CAS Registry Number: 151124-23-1

InChI: InChI=1S/C35H49NO8/c1-19-26(44-28(39)18-25(36(8)9)23-13-11-10-12-14-23)15-16-35(7)29(19)31(40)24-17-27(42-21(3)37)20(2)30(34(24,5)6)32(33(35)41)43-22(4)38/h10-14,24-27,29,31-33,40-41H,1,15-18H2,2-9H3/t24-,25+,26-,27-,29-,31+,32+,33-,35+/m0/s1

InChIKey: InChIKey=KTNAHGPAIVIQER-QMFPQWKISA-N

Formula: C35H49N1O8

Molecular Weight: 611.77

Exact Mass: 611.3458

NMR Solvent: CDCl3

MHz: 300.0

Calibration: TMS

NMR references: Appendino, G., Cetin Özen, H., Fenoglio, I., Gariboldi, P., Gabetta, B., and Bombardelli, E. (1993). Pseudoalkaloid taxanes from Taxus baccata. Phytochemistry 33, 1521–1523.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2.04 dd 2.4
2 4.06 dt 6.9, 2.4
3 2.93 d 6.9
5 5.2 t 2.6
6α 1.1 m
6β 1.48 m
7α 1.68 m
7β 1.8 m
9 4.18 dd 9.9, 3.6
10 5.77 d 9.9
13 5.88 br t 9.3, 7.8
14α 1.28 dd 15.1, 7.8
14β 2.53 dt 15.1, 9.3
16 1.12 s
17 1.51 s
18 2.07 s
19 1.02 s
20a 5.38 br s
20b 5.37 br s
aromatic 7.29 m
2-OH 1.7 d 7
9-OH 2.15 d 3.6
7' 3.79 dd 9, 5.6
8'a 3.03 dd 13.5, 5.6
8'b 2.87 dd 13.5, 9
N-Me 2.21 br s
Ac 2.1 s
Ac 2.09 s

Carbon NMR Peaks

Position PPM
1 51.1
2 70
3 46.2
4 144
5 78
6 29
7 25.9
8 44.9
9 76
10 75.9
11 133.4
12 136.1
13 70.4
14 28
15 37.3
16 31.5
17 27.3
18 15.2
19 18.2
20 118.7
1' 138.9
2', 6' 128.3
3', 5' 128.2
4' 127.7
7' 67.9
8' 40.3
9' 171
Ac 21.3
Ac 21.3
Ac 170.6
Ac 170.4
N-Me 42.9