1-Deoxytaxine B

1-Deoxytaxine B

Common Name: 1-Deoxytaxine B

Synonyms:

CAS Registry Number: 172303-96-7

InChI: InChI=1S/C33H45NO7/c1-18-24(36)16-22-29(38)27-19(2)25(41-26(37)17-23(34(7)8)21-12-10-9-11-13-21)14-15-33(27,6)31(39)30(40-20(3)35)28(18)32(22,4)5/h9-13,22-23,25,27,29-31,38-39H,2,14-17H2,1,3-8H3/t22-,23+,25-,27-,29+,30+,31-,33+/m0/s1

InChIKey: InChIKey=BJUSJVLOCSEFRP-QRQAICDMSA-N

Formula: C33H45N1O7

Molecular Weight: 567.71

Exact Mass: 567.3196

NMR Solvent: CDCl3

MHz: 200.0

Calibration: TMS

NMR references: Jenniskens, L.H.D., van Rozendaal, E.L.M., van Beek, T.A., Wiegerinck, P.H.G., and Scheeren, H.W. (1996). Identification of Six Taxine Alkaloids from Taxus baccata Needles. J. Nat. Prod. 59, 117–123.

Species: Taxus

Notes: Protons at positions 6 and 7 were marked as not observable in reference. Aromatic protons not well characterized. Carbons at positions 5, 9, and 10 were reported as interchangable as were carbonts at 1' and acetate carbonyl.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2.38 dd 6.6, 2.4
2 4.13 dd 6.6, 2.4
3 3.02 d 6.6
5 5.19 m
9 4.2 d 9.7
10 5.8 d 9.7
14 2.63 m
14 2.77 m
16 1.56 s
17 1.16 s
18 2.22 s
19 1.11 s
20 5.34 s
2' 2.43 m
2' 2.85 m
3' 4.06 t 7.5
aromatic 7.37 m
N(CH3)2 2.29 s
10-OAc 2.15 s

Carbon NMR Peaks

Position PPM
1 51.1
2 68.1
3 45
4 143.8
5 78.1
6 28.8
7 26.3
8 45.2
9 76.8
10 75.4
11 151.4
12 136.9
13 199.8
14 35.7
15 37.7
16 37.5
17 25.7
18 13.9
19 17.7
20 117.8
1' 171.2
2' 38.1
3' 66.2
i-Ph 138.3
o-Ph 128.6
m-Ph 128
p-Ph 127.4
N(CH3)2 42.2
O2CMe 170.2
O2CMe 21.2