2'β-​Deacetoxyaustrospica​tine

2'β-​Deacetoxyaustrospica​tine

Common Name: 2'β-​Deacetoxyaustrospica​tine

Synonyms: 13-Deoxo-13α-acetyloxy-7β,9α-diacetyl-1,2-dideoxytaxine B

CAS Registry Number: 119777-80-9

InChI: InChI=1S/C39H53NO10/c1-21-29-17-28-18-31(46-23(3)41)22(2)35(38(28,7)8)36(48-25(5)43)37(49-26(6)44)39(29,9)33(47-24(4)42)20-32(21)50-34(45)19-30(40(10)11)27-15-13-12-14-16-27/h12-16,28-33,36-37H,1,17-20H2,2-11H3/t28-,29-,30-,31+,32+,33+,36-,37+,39+/m1/s1

InChIKey: InChIKey=NNPJVZHKKMTATL-PUWMNHPMSA-N

Formula: C39H53N1O10

Molecular Weight: 695.84

Exact Mass: 695.3669

NMR Solvent: CDCl3

MHz: 600.0

Calibration: TMS

NMR references: Guo, Y., Diallo, B., Jaziri, M., Vanhaelen-Fastré, R., Vanhaelen, M., and Ottinger, R. (1995). Two New Taxoids from the Stem Bark of Taxus baccata. J. Nat. Prod. 58, 1906–1912.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.82 m
2 1.69 m
2 1.82 m
3 2.8 m
5 5.39 dd 3.9, 2.3
6 1.28 ddd 14.4, 5.2, 2.5
6 1.58 m
7 5.4 dd 11.7, 5.1
9 5.86 d 11.1
10 6.28 d 11.1
13 5.87 m
14 0.97 ddd 14.7, 7.6, 0.9
14 2.62 dt 14.3, 9.8
16 1.6 s
17 1.1 s
18 2.21 d 1.5
19 0.77 s
20 5.24 d 1.4
20 4.91 d 1.7
2' 2.97 dd 13.8, 7.5
2' 2.83 dd 13.8, 8.3
3' 3.89 t 7.9
N(Me)2 2.14 s
COMe 2.05 s
COMe 2.01 s
COMe 1.96 s
COMe 1.95 s
2", 6" 7.2 m
3", 5" 7.3 m
4" 7.2 m

Carbon NMR Peaks

Position PPM
1 40.69
2 27.51
3 37.91
4 146.85
5 74.24
6 34.43
7 70.29
8 46.45
9 77.1
10 71.99
11 134.83
12 137.54
13 70.8
14 31.65
15 39.67
16 27.7
17 31.31
18 15.37
19 13.53
20 115.98
1' 170.9
2' 39.74
3' 67.25
N(Me)2 42.35
COMe 170.72
COMe 170.39
COMe 169.55
COMe 169.31
COMe 21.57
COMe 21.01
COMe 21.15
COMe 21.45
1" 138.15
2", 6" 128.57
3", 5" 128.57
4" 127.73