alpha-Estradiol 3-benzoate

Base Information

• Chemical Name: alpha-Estradiol 3-benzoate
• CAS No.: 6045-53-0
• Molecular Formula: C25H28 O3
• Molecular Weight: 376.496
• European Community (EC) Number: 227-938-5
• UNII: EB090UC9W9
• DSSTox Substance ID: DTXSID90858951
• Nikkaji Number: J227.254G
• Wikidata: Q27277079
• Mol file: 6045-53-0.mol

Synonyms:alpha-Estradiol 3-benzoate;6045-53-0;Estra-1,3,5(10)-triene-3,17alpha-diol 3-benzoate;UNII-EB090UC9W9;EB090UC9W9;[(8R,9S,13S,14S,17R)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate;17.alpha.-Estradiol, 3-benzoate;EINECS 227-938-5;Estra-1,3,5(10)-triene-3,17-diol, 3-benzoate, (17.alpha.)-;17alpha-Hydroxyestra-1,3,5(10)-trien-3-yl Benzoate (17-epi-Estradiol Benzoate);C25H28O3;17-epi-Estradiol Benzoate;17alpha-Estradiol 3-benzoate;SCHEMBL301616;DTXSID90858951;.ALPHA.-ESTRADIOL 3-BENZOATE;AKOS025402169;AC-6013;ESTRADIOL BENZOATE IMPURITY E [EP IMPURITY];Q27277079;3-BENZOYLOXY-17.ALPHA.-HYDROXYOESTRA-1,3,5(10)-TRIENE

Chemical Property of alpha-Estradiol 3-benzoate

Chemical Property:

• PSA: 46.53000
• LogP: 5.12280
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly, Sonicated), Chloroform (Slightly), Methanol (Slightly, H
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 376.20384475
• Heavy Atom Count: 28
• Complexity: 582

Purity/Quality:

99% ^*data from raw suppliers

α-Estradiol3-Benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)OC(=O)C5=CC=CC=C5
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@H]2O)CCC4=C3C=CC(=C4)OC(=O)C5=CC=CC=C5
• Uses: α-Estradiol 3-Benzoate is a derivative of 17α-Estradiol (E887995), a biologically active estrogen in human breast cancer cells in tissue culture. 17-Εstradiol and its selective receptor, ER-X, are not part of a classical hormone/receptor endocrine system but of a system with important autocrine/paracrine functions in the developing and adult brain.

Technology Process of alpha-Estradiol 3-benzoate

There total 6 articles about alpha-Estradiol 3-benzoate 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: 73.0%

estradiol-3-benzoate-17a-formate → 17a-estradiol-3-benzoate (6045-53-0)

Guidance literature:

With toluene-4-sulfonic acid; In methanol;

DOI:10.1016/j.tetlet.2015.05.026

Reference yield:

C29H27F9O5S → 17a-estradiol-3-benzoate (6045-53-0)

Guidance literature:

With water; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 40 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2015.05.026

Reference yield:

α-estradiol (57-91-0) + benzoyl chloride (98-88-4) → 17a-estradiol-3-benzoate (6045-53-0)

Guidance literature:

With sodium hydroxide;

DOI:10.1017/S0143385700000079 DOI:10.1002/(SICI)1098-237X(200003)84:2<193::AID-SCE4>3.0.CO;2-K

upstream raw materials:

α-estradiol

benzoyl chloride

Estrone

Estradiol 3-benzoate

Refernces