7-Acetyl-10-deacetyltaxol

7-Acetyl-10-deacetyltaxol

Common Name: 7-Acetyl-10-deacetyltaxol

Synonyms: 7β-O-Acetyl-10-deacetyltaxol

CAS Registry Number: 115842-86-9

InChI: InChI=1S/C47H51NO14/c1-25-31(60-43(56)37(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,39(53)36(51)34(25)44(47,4)5)32(59-26(2)49)22-33-46(38,24-58-33)62-27(3)50/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1

InChIKey: InChIKey=UNJSTVJOOQEGSQ-MZXODVADSA-N

Formula: C47H51N1O14

Molecular Weight: 853.91

Exact Mass: 853.331

NMR Solvent: CDCl3

MHz: Not mentioned.

Calibration: Not mentioned.

NMR references: Zhang, J., Sauriol, F., Mamer, O., You, X.-L., Alaoui-Jamali, M.A., Batist, G., and Zamir, L.O. (2001). New Taxane Analogues from the Needles of Taxus canadensis. J. Nat. Prod. 64, 450–455.

Species: Taxus

Notes: Coupling constant not reported for doublet at position 3 due to overlap. Acetate C=O carbon assignment missing. Meta and para carbon assignments missing for Ph 5'.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 5.67 d 7
3 3.97 d
5 4.91 d 9.2
6a 2.52 ddd 14.6, 9.2, 7
6b 1.92 m
7 5.44 dd 10.5, 7
10 5.28 s
OH-10 3.97 s
13 6.19 t 8.6
14a 2.3 m
14b 2.3 m
16 1.19 s
17 1.08 s
18 1.81 s
19 1.85 s
20a 4.32 d 8.5
20b 4.23 d 8.5
OAc 2.39 s
OAc 1.98 s
Ph-o 8.12 d 7.4
Ph-m 7.5 t 7.2
Ph-p 7.61 t 7.4
2' 4.78 br s
OH 2' 3.5 br d 3.3
3' 5.79 dd 9.2, 2.8
Ph 3' 7.34 m
NH 4' 7.06 d 9.2
Ph 5' o 7.75 d 8.1
Ph 5' m 7.4 m
Ph 5' p 7.47 m

Carbon NMR Peaks

Position PPM
1 78.4
2 74.9
3 46.2
4 80.8
5 84
6 33.4
7 72
8 56.4
9 210.5
10 74.7
11 135.7
12 138.3
13 72.6
14 36.1
15 42.8
16 26.6
17 20.6
18 14.4
19 11.1
20 76.7
OAc 22.8
OAc 169.3
OAc 21.1
OBz C=O 166.7
Ph-q 126.8
Ph-o 130.2
Ph-m 129.1
Ph-p 133.9
C=O 1' 172.2
2' 73.5
3' 55.2
5' 166.6
Ph 5'-o 127.2