10-fluoro-17-hydroxyestra-1,4-dien-3-one

Base Information

• Chemical Name: 10-fluoro-17-hydroxyestra-1,4-dien-3-one
• CAS No.: 1427-61-8
• Molecular Formula: C₁₈H₂₃FO₂
• Molecular Weight: 290.378
• Mol file: 1427-61-8.mol

Synonyms:Estra-1,4-dien-3-one,10-fluoro-17b-hydroxy-(6CI,7CI,8CI)

Chemical Property of 10-fluoro-17-hydroxyestra-1,4-dien-3-one

Chemical Property:

• Vapor Pressure: 4.21E-09mmHg at 25°C
• Boiling Point: 427.5°Cat760mmHg
• Flash Point: 212.4°C
• Density: 1.21g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 10-Fluoro-17-hydroxyestra-1,4-dien-3-one is a fluorinated steroid derivative where a fluorine atom is introduced at the C-10 position of the estra-1,4-dien-3-one backbone, accompanied by a hydroxyl group at C-17. The fluorination at C-10 demonstrates regio- and stereoselectivity, differing from prior expectations of fluorophenol formation, as observed in the reaction of estradiol derivatives with Selectfluor? in an ionic liquid medium. This modification may influence the compound's biological activity and metabolic stability.

Technology Process of 10-fluoro-17-hydroxyestra-1,4-dien-3-one

There total 5 articles about 10-fluoro-17-hydroxyestra-1,4-dien-3-one 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: 81.0%

estradiol (50-28-2) → 10β-Fluoro-3-oxo-1,4-estradien-17β-ol (1427-61-8)

Guidance literature:

With Selectfluor; In acetonitrile; at 45 ℃; for 4h;

DOI:10.1055/s-1999-2840

Reference yield: 63.0%

estradiol (50-28-2) → 10α-fluoro-8a-estra-1,4-diene-17β-ol-3-one + 10β-Fluoro-3-oxo-1,4-estradien-17β-ol (1427-61-8) + 4-Fluoroestradiol (1881-37-4) + 2-Fluoroestradiol (16205-32-6)

Guidance literature:

With Selectfluor; In methanol; at 20 ℃; for 1h; regioselective reaction; Ionic liquid;

DOI:10.1016/j.jfluchem.2014.09.030

Reference yield:

→ 10β-Fluor-Δ1-dehydro-19-nor-testosteron (1427-61-8)

Guidance literature:

Oestradiol, ClO3F, DMF, 16h, 20grad;

DOI:10.1021/ja01507a027

upstream raw materials:

estradiol