16205-32-6

Usage

InChI:InChI=1/C18H23FO2/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-16(20)15(19)9-13(10)11/h8-9,11-12,14,17,20-21H,2-7H2,1H3

Upstream product

• 1093411-48-3 estradiol 
• 1881-35-2 2-fluorooestrone 
• 50-28-2 estradiol 
• 1035-77-4 3-O-methyl-17β-oestradiol 
• 434-22-0 19-nortestosterone 
• 16205-34-8 2-fluoro-17β-estradiol diacetate 
• 85382-37-2 3,17β-bis(trimethylsilyloxy)-4,5β-epoxyestr-2-ene 
• 3941-50-2 (4R,5R,8R,9S,10R,13S,14S,17S)-17-Hydroxy-13-methyl-tetradecahydro-20-oxa-cyclopropa[4,5]cyclopenta[a]phenanthren-3-one 
• 125363-77-1 (2R,4R,5R,8R,9S,10R,13S,14S,17S)-2-Fluoro-17-hydroxy-13-methyl-tetradecahydro-20-oxa-cyclopropa[4,5]cyclopenta[a]phenanthren-3-one 

Downstream Products

• 362-05-0 2-Hydroxyestradiol 

Related news

Effects of 2-fluoroestradiol (cas 16205-32-6) on lipid metabolism in the ovariectomized rat07/25/2019

Biological activities of estrogen molecules are altered by fluorination of ring A, and the resulting impairment to form catechols. 2-fluoroestradiol (2-F-E2) has been found to be devoid of carcinogenic action despite its high estrogenic potency; its metabolic effects are so far unknown. This stu...detailed

Novel synthesis of 2-fluoroestradiol (cas 16205-32-6) from 19-Cortestosterone: Biomimetic oxidative defluorination to 2-hydroxyestradiol07/24/2019

A new, short synthetic route to 2-fluoroestradiol from 19-nortestosterone is described which gives the target compound in an approximately 25% overall yield. Oxidative defluorination of 2-fluoroestradiol to 2-hydroxyestradiol via treatment with Frémy's salt/iodide ion is reported. This pro...detailed

Relevant academic research and scientific papers

Preparation of o-Fluorophenols from Nonaromatic Precursors: Mechanistic Considerations for Adaptation to Fluorine-18 Radiolabeling

The preparation of fluorine-18 labeled o-fluorophenols at high specific activity is challenging and requires use of [18F]fluoride ion as the radioisotope source. As a novel, alternative approach, we found that treatment of α-diazocyclohexenones with Selectfluor and Et3N·3HF followed by HF elimination and tautomerization afforded o-fluorophenols regioselectively and rapidly. To adapt this chemistry to 18F radiolabeling, using bromine electrophiles in place of Selectfluor gave the o-fluorophenol via an α-bromo-α-fluoroketone intermediate in lower but still reasonable yields.

Fluorination of steroid estrogens with Selectfluor??: Elucidation of regio- and stereoselectivity

Two steroid estrogens, natural estradiol and 8?±-estradiol, were fluorinated using Selectfluor?? in ionic liquid. Unexpectedly, mostly products of fluorination at position C-10 were isolated instead of corresponding fluorophenols, as it was reported previ

Fluorination of activated aromatic systems with Selectfluor F-TEDA-BF4 in ionic liquids

Selectfluor was shown to be soluble in ionic liquid, thus allowing the 'green' electrophilic fluorination of activated aromatic systems compounds in high chemoselectivity and yields.

Direct Fluorination of Biologically Interesting Compounds Using N-Fluoro-3,5-Dichloropyridinium Triflate

N-fluoro-3,5-dichloropyridinium triflate was used for the direct fluorination of biologically important aromatic compounds.

Efficient regioselective a-ring functionalization of oestrogens

Complete series of 2-halo- and 2-cyano-oestrogens have been prepared in good to high yields: 2-chloro, 2-bromo, 2-iodo, and 2-cyano derivatives via oestrogen-thallium (III) bis(trifluoroacetate) intermediates, and 2- and 4- fluorooestrogens by direct functionalization using N-fluoropyridinium triflate.

Method of preparing 2-fluoro-17β-estradiol

2-Fluoro-17β-estradiol is synthesized by mercurating a 17β-estradiol diacylate or dietherate at C-2, replacing the mercury group with fluorine and then cleaving the acyl or ether protecting groups.