9a-Hydroxy-2a,10b,13r-triacetoxy-5a-(3′-methylamino3′-phenyl)-propionyloxytaxa-4(20),11-diene

9a-Hydroxy-2a,10b,13r-triacetoxy-5a-(3′-methylamino3′-phenyl)-propionyloxytaxa-4(20),11-diene

Common Name: 9a-Hydroxy-2a,10b,13r-triacetoxy-5a-(3′-methylamino3′-phenyl)-propionyloxytaxa-4(20),11-diene

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C36H49NO9/c1-19-27(46-29(41)18-26(37-9)24-13-11-10-12-14-24)15-16-36(8)31(19)32(44-22(4)39)25-17-28(43-21(3)38)20(2)30(35(25,6)7)33(34(36)42)45-23(5)40/h10-14,25-28,31-34,37,42H,1,15-18H2,2-9H3/t25-,26+,27-,28?,31-,32?,33?,34-,36+/m0/s1

InChIKey: XWHQVFNFMPEWQA-PVFYBWHDSA-N

Formula: C36H49N1O9

Molecular Weight: 678.3044

Exact Mass: 678.3042

NMR Solvent: CDCl3

MHz: 500 MHz (1H) 125 MHz (13C)

Calibration: TMS

NMR references: Shi, Q. W.

Sauriol, F.

Mamer, O.

Zamir, L. O. J. Nat. Prod. 2003, 66, 470.L. O. J. Nat. Prod. 2004, 67, 168.

Species: Taxus canadensis Marsh was collected in September 1997 at St-Jean, Quebec, Canada.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.83 m
2a 5.35 dd 6.6, 2.1
3 3.12 d 6.6
5 5.26 t 2.4
6a 1.62 m
6b 1.62 m
7a 1.82 m
7b 1.33 m
9 4.27 d 10
10 5.76 d 10
13 5.79 t 8.3
14a 2.48 dt 15, 9.7
14b 1.43 dd 15, 7.8
16 1.05 s
17 1.59 s
18 2.02 s
19 1.04 s
20a 5.28 s
20b 4.8 s
OAc 2.13 s
OAc 2 s
OAc 1.7 s
2' 2.8 d 6.7
3' 3.97 d 6.7
N-Me 2.3 s
o 7.34 m
m 7.34 m
p 7.27 m

Carbon NMR Peaks

Position PPM
1 48.5
2 72
3 44
4 142.4
5 79.2
6 28.3
7 25.6
8 44.8
9 75.8
10 75.7
11 133.7
12 137
13 169.9
14 28
15 37.8
16 31.2
17 27.2
18 15.1
19 18.1
20 117.7