805-26-5

Usage

Uses

Used in Pharmaceutical Industry:
Estriol 16,17-diacetate is used as a pharmaceutical agent for its estrogenic properties, albeit less potent than Estradiol. It may be utilized in hormone replacement therapies or other treatments where a weaker estrogenic effect is desired.
Used in Research Applications:
In scientific research, Estriol 16,17-diacetate can be used as a research tool to study the effects of estrogenic compounds on various biological processes. Its less potent nature compared to Estradiol may provide a controlled means to investigate the influence of estrogens in a more nuanced manner.
Used in Hormone Regulation:
Estriol 16,17-diacetate may be employed in the development of treatments aimed at regulating hormone levels, particularly in conditions where a milder estrogenic effect is preferable to avoid potential side effects associated with more potent estrogens.

InChI:InChI=1/C22H28O5/c1-12(23)26-20-11-19-18-6-4-14-10-15(25)5-7-16(14)17(18)8-9-22(19,3)21(20)27-13(2)24/h5,7,10,17-21,25H,4,6,8-9,11H2,1-3H3/t17-,18-,19+,20-,21+,22+/m1/s1

Upstream product

• 50-27-1 Estriol 
• 108-24-7 acetic anhydride 
• 2284-32-4 estriol triacetate 
• 64-19-7 acetic acid 

Downstream Products

• 481-95-8 estriol-3-sulfate 
• 47199-64-4 2-hydroxyestriol 

Relevant academic research and scientific papers

Palladium-Catalyzed Ortho-Arylation of Carbamate-Protected Estrogens

The palladium-catalyzed ortho-arylation of diethyl carbamate-protected estrone and estriol with aryl iodides gives the 2-arylated analogues. Subsequent removal of the carbamate directing group furnishes 2-arylated estrone, estradiol, or estriol depending on the method used.

The synthesis of estriol 16- and 17-monoglucuronide from estriol

An efficient and convenient procedure for the synthesis of estriol 16- and 17-monoglucuronides from estriol is described. This is achieved by the selective protection and deprotection of the hydroxy groups in estriol, Koenigs-Knorr reactions with methyl 1-bromo-1-deoxy-2,3,4-tri-O-acetyl-α-D-glucopyranuronate and subsequent hydrolysis. The products have been characterized by proton nuclear magnetic resonance (1H NMR), two-dimensional 1H homonuclear shift-correlated spectra (2D-COSY) and mass spectra. The selective Koenigs-Knorr reaction of the alcoholic hydroxyl group in the presence of a phenolic hydroxyl group is also reported. Keywords: steroids; estriol; estriol 16- and 17-glucuronides; selective protection; Koenigs-Knorr reaction; synthesis.