epothilone E

Base Information

Chemical Name:epothilone E
CAS No.:201049-37-8
Molecular Formula:C26H39NO7S
Molecular Weight:509.66723
Hs Code.:
UNII:UK5H6YZZ8A
Nikkaji Number:J1.196.823F,J1.475.275G
Wikidata:Q75052974
Metabolomics Workbench ID:119136
ChEMBL ID:CHEMBL470478
Mol file:201049-37-8.mol

Synonyms:epothilone E;epothilone-E

Suppliers and Price of epothilone E

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 19 raw suppliers

Chemical Property of epothilone E

Chemical Property:

PSA：157.72000
LogP:3.27130
XLogP3:2.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:3
Exact Mass:509.24472376
Heavy Atom Count:35
Complexity:788

Purity/Quality:: 99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1CCCC2C(O2)CC(OC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC3=CSC(=N3)CO)C
Isomeric SMILES:C[C@H]1CCC[C@@H]2[C@@H](O2)C[C@H](OC(=O)C[C@@H](C(C(=O)[C@@H]([C@H]1O)C)(C)C)O)/C(=C/C3=CSC(=N3)CO)/C
Uses Epothilone E is a related compound of Epothilones, which are a novel class of antineoplastic agents with antitubulin activity. In addition, Epothilones utilize a similar mechanism of action to that of taxanes and are less susceptible to multidrug resistance caused by P-glycoprotein. Studies showed that Epothilones exhibit antitumor activity against human cancer cells that are taxane-resistant.

Technology Process of epothilone E

There total 12 articles about epothilone E which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 33.0%

: 204513-12-2
Desoxyepothilone E

: 201049-37-8
epothilone E

Guidance literature:: With dihydrogen peroxide; potassium hydrogencarbonate; In methanol; water; acetonitrile; at 25 ℃; for 6h;
DOI:10.1016/S0968-0896(98)00153-9

Reference yield:

: 204513-22-4
(3S,1E)-1-iodo-2-methylhexa-1,5-dien-3-ol

: 201049-37-8
epothilone E

Guidance literature:: Multi-step reaction with 5 steps

1: 49 percent / DCC, 4-DMAP / toluene / 12 h / 25 °C

2: 35 percent / RuCl₂(=CHPh)(PCy₃)2 / CH₂Cl₂ / 30 h / 25 °C

3: 84 percent / HF*Pyr / tetrahydrofuran / 27 h / 25 °C

4: 76 percent / Pd(PPh₃)4 / toluene / 0.33 h / 100 °C

5: 33 percent / H₂O₂, KHCO₃ / methanol; acetonitrile; H₂O / 6 h / 25 °C

With Grubbs catalyst first generation; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dihydrogen peroxide; potassium hydrogencarbonate; pyridine hydrogenfluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0968-0896(98)00153-9

Reference yield:

: 204513-24-6
(3S,6R,7S,8S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-4,4,6,8-tetramethyl-5-oxo-tridec-12-enoic acid (S)-1-((E)-2-iodo-1-methyl-vinyl)-but-3-enyl ester

: 201049-37-8
epothilone E

Guidance literature:: Multi-step reaction with 4 steps

1: 35 percent / RuCl₂(=CHPh)(PCy₃)2 / CH₂Cl₂ / 30 h / 25 °C

2: 84 percent / HF*Pyr / tetrahydrofuran / 27 h / 25 °C

3: 76 percent / Pd(PPh₃)4 / toluene / 0.33 h / 100 °C

4: 33 percent / H₂O₂, KHCO₃ / methanol; acetonitrile; H₂O / 6 h / 25 °C

With Grubbs catalyst first generation; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dihydrogen peroxide; potassium hydrogencarbonate; pyridine hydrogenfluoride; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0968-0896(98)00153-9