beta-Estradiol 17-acetate

Base Information

• Chemical Name: beta-Estradiol 17-acetate
• CAS No.: 1743-60-8
• Molecular Formula: C20H26O3
• Molecular Weight: 314.425
• European Community (EC) Number: 605-722-5
• UNII: 2VM9HO33RU
• DSSTox Substance ID: DTXSID20938492
• Nikkaji Number: J396.239C
• Wikipedia: Estradiol_17%CE%B2-acetate
• Wikidata: Q5401757
• ChEMBL ID: CHEMBL1611800
• Mol file: 1743-60-8.mol

Synonyms:estradiol 17 beta-acetate;estradiol 17-acetate;estradiol 17-acetate, (17alpha)-isomer;estradiol 17-acetate, (17beta)-isomer;estradiol 17-acetate, (17beta, monoacetate)-isomer;estradiol 17-acetate, (8alpha,17beta)-isomer

Chemical Property of beta-Estradiol 17-acetate

Chemical Property:

• Vapor Pressure: 9.88E-09mmHg at 25°C
• Melting Point: 210 °C
• Refractive Index: 1.583
• Boiling Point: 450.5 °C at 760 mmHg
• PKA: 10.26±0.60(Predicted)
• Flash Point: 181.9 °C
• PSA: 46.53000
• Density: 1.18 g/cm³
• LogP: 4.18000
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly), DMSO (Sli
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 314.18819469
• Heavy Atom Count: 23
• Complexity: 476

Purity/Quality:

99% ^*data from raw suppliers

β-Estradiol 17-acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 60-61
• Safety Statements: 53-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CCC2C1(CCC3C2CCC4=C3C=CC(=C4)O)C
• Isomeric SMILES: CC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C3C=CC(=C4)O)C
• Uses: Protected Estradiol. Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants. β-Estradiol 17-acetate has been used in body burden analyses, to study the effect of triclosan on an estuarine fish. Protected Estradiol.

Technology Process of beta-Estradiol 17-acetate

There total 42 articles about beta-Estradiol 17-acetate 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: 99.0%

benzoate of 17β-acetylestradiol (4954-17-0) → 17-β-estradiol 17-acetate (1743-60-8)

Guidance literature:

With samarium(II) dibromide; water; In tetrahydrofuran; at 20 ℃; for 17h; Temperature; Time;

DOI:10.1080/00397911.2018.1429634

Reference yield: 99.0%

estradiol (50-28-2) + ethyl acetate (141-78-6) → 17-β-estradiol 17-acetate (1743-60-8)

Guidance literature:

With C₁₂F₁₈O₁₃Zn₄; for 40h; chemoselective reaction; Reflux; Inert atmosphere;

DOI:10.1055/s-0029-1217335

Reference yield: 98.5%

estradiol-3,17-diacetate (1474-52-8,3434-88-6,21610-94-6,99946-40-4) → 17-β-estradiol 17-acetate (1743-60-8)

Guidance literature:

With methanol; zinc;

DOI:10.1016/0040-4039(81)80090-1

upstream raw materials:

estradiol

estradiol-3,17-diacetate

estra-1,3,5(10),6-tetraene-3,17-diol, 17-acetate, (17β)-

17β-Acetoxy-3-benzyloxyestra-1,3,5(10)-triene

Downstream raw materials:

methyl {(17β-acetoxy-1,3,5[10]-estratrien-3-yl)-2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate

estradiol-17β 3-β-D-glucopyranoside

2-<(17β-Hydroxyestra-1,3,5(10)-trien-3-yl)oxy>acetic Acid

C₂₀H₂₄O₄

Refernces

• 1、 Hosoi,Mori. "-". . . Retrieved 1957.
• 2、 Gonzalez, A. G.,Jorge, Z. D.,Lopez Dorta, H.,Luis, F. Rodriguez. "DEACYLATION OF AROMATIC ACETATES. A NEW METHOD OF SELECTIVE PROTECTION OF THE HYDROXYL FUNCTION.". . p. 335 - 336. Retrieved 1981.
• 3、 Mayorquín-Torres, Martha C.,Maldonado-Domínguez, Mauricio,Flores-álamo, Marcos,Iglesias-Arteaga, Martín A.. "Synthesis and Characterization of Hybrid Dimeric Steroid Spiroketals". . p. 643 - 654. Retrieved 2021/11/16.
• 4、 Lafuente, Leticia,Díaz, Gisela,Bravo, Rodolfo,Ponzinibbio, Agustín. "Efficient and selective N-, S- and O-acetylation in TEAA ionic liquid as green solvent. Applications in synthetic carbohydrate chemistry". . p. 195 - 200. Retrieved 2016/02/26.