2α,14β-Diacetoxy-10β-ethoxytaxa-11,4(20)-dien-5α-ol

2α,14β-Diacetoxy-10β-ethoxytaxa-11,4(20)-dien-5α-ol

Common Name: 2α,14β-Diacetoxy-10β-ethoxytaxa-11,4(20)-dien-5α-ol

Synonyms:

CAS Registry Number: 202658-24-0

InChI: InChI=1S/C26H40O6/c1-9-30-20-13-26(8)11-10-18(29)15(3)22(26)24(32-17(5)28)23-19(31-16(4)27)12-14(2)21(20)25(23,6)7/h18-20,22-24,29H,3,9-13H2,1-2,4-8H3/t18-,19-,20-,22-,23-,24-,26-/m0/s1

InChIKey: InChIKey=CCONFRZGBLSCIG-SFPMZPPXSA-N

Formula: C26H40O6

Molecular Weight: 448.59

Exact Mass: 448.2825

NMR Solvent: CDCl3

MHz: 500.0

Calibration: Not mentioned.

NMR references: Dong, M., Zhang, M.-L., Wang, Y.-F., Zhang, X.-P., Li, C.-F., Shi, Q.-W., Cong, B., and Kiyota, H. (2007). Three New Taxanes with the 10-Alkoxy Group from the Heartwood of Taxus cuspidata. Bioscience, Biotechnology, and Biochemistry 71, 2087–2090.

Species: Taxus

Notes: An unlikely carbon NMR chemical shift of 332.9 ppm was reported for carbon 7. This error is likely a typo, regardless we left this position unreported in our table.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.84 d 2.4
2 5.34 dd 6.3, 2.4
3 3.31 d 6.3
5 4.16 t 2.8
6 1.7 m
7α 2.07 m
7β 1.09 m
9α 1.61 m
9β 2.24 dd 15, 11.8
10 4.73 dd 11.8, 5.3
13α 2.75 dd 9.5, 8.9
13β 2.34 m
14 5.02 dd 9.5, 5
16 1.13 s
17 1.64 s
18 1.96 s
19 0.78 br s
20a 5.08 br s
20b 4.76 t 1.3
2-OAc 2.02 s
14-OAc 2.01 s
10-OEt CH2a 3.52 m
10-OEt CH2b 3.34 m
10-OEt CH3 1.25 t 6.9

Carbon NMR Peaks

Position PPM
1 59
2 70.9
3 40.1
4 147.9
5 76.3
6 30.8
8 39.7
9 45.3
10 74.1
11 136.4
12 134.6
13 39.6
14 70.6
15 37.2
16 31.5
17 24.9
18 20.8
19 22.3
20 113
2-OAc 21.5
2-OAc 169.5
14-OAc 21.5
14-OAc 170.2
10-OEt CH2 62.5
10-OEt CH3 15.3