9α,10β-diacetoxy-5α-cinnamoyloxy-2α-hydroxy-3,11-cyclotax-4(20)-en-13-one

9α,10β-diacetoxy-5α-cinnamoyloxy-2α-hydroxy-3,11-cyclotax-4(20)-en-13-one

Common Name: 9α,10β-diacetoxy-5α-cinnamoyloxy-2α-hydroxy-3,11-cyclotax-4(20)-en-13-one

Synonyms: 2α-Hydroxy-9α,10ß-diacetoxy-5-cinnamoyloxy-3,11-cyclotaxa-4(20)-ene-13-one

CAS Registry Number:

InChI: InChI=1S/C33H42O8/c1-18-24(36)17-23-29(38)27-19(2)25(41-26(37)14-13-22-11-9-8-10-12-22)15-16-33(27,7)31(40-21(4)35)30(39-20(3)34)28(18)32(23,5)6/h8-14,18,23,25,27-31,38H,2,15-17H2,1,3-7H3/b14-13+/t18-,23+,25+,27?,28?,29-,30?,31?,33-/m1/s1

InChIKey: YCLUIVVPMXZLLX-HSPHAGGUSA-N

Formula: C33H42O8

Molecular Weight: 605.2517

Exact Mass: 605.2517

NMR Solvent: CDCl3

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

Calibration: TMS

NMR references: Shi, Q. W.

Sauriol, F.

Mamer, O.

Zamir, L. O. Bioorg. Med. Chem. 2003, 11, 293.

Species: Air-dried needles of Taxus canadesis

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2.01 o m 2.01
2 5.15 br d 4.9
5 5.61 om
6a 2.19 om
6b 1.77 om
7a 1.78 om
7b 1.28 om
9 5.69 o d 9.7
10 5.62 o d 9.7
12 3.5 q 7.2
14a 2.79 d 20.6
14b 2.5 dd 20.6, 7.7
16 1.2 s
17 1.6 s
18 1.27 d 7.2
19 1.4 s
20a 5.89 s
20b 5.68 o s
OAc 2.05 s
OAc 2.04 s
2' 6.39 d 16.1
3' 7.67 d 16.1
O 7.55 m
m,p 7.37 m

Carbon NMR Peaks

Position PPM
1 50.6
2 75.7
3 66.4
4 142.9
5 76.1
6 256.6
7 31
8 44.4
9 82.1
10 79.4
11 58.4
12 51.8
13 215.3
14 38.2
15 42.7
16 26.6
17 29
18 15.5
19 25.6
20 127.9
OAc 21171
OAc 21169.8
1' 166
2' 117.7
3' 145.3
Ph' 134.5
O 128.1