Deuteration of estradiol

Deuteration of Estradiol at C-2 and C-4 by Exchange with Deuterium Oxide—10% Deuteriosulfuric Acid in Methanol-OD... 

Exchange with deuterium oxide-10% deu-teriosulfuric acid in methanol-OD deuteration of estradiol at C-2 and C-4, 157... 

Deuteration by reduction with lithium aluminum deuteride, 205 Deuteration of a diterpene, 170 Deuteration of double bonds, 179 Deuteration of estradiol, 157 Deuteration of 5a-pregn-9-en-12-one, 155 Deuteration with deuteriodiborane and hydrogen peroxide, 193... 

Displacement of aromatic halogen in 2,4-diiodo-estradiol with tritiated Raney nickel yields 2,4-ditritiated estradiol. Aromatic halogen can also be replaced by heating the substrate with zinc in acetic acid-OD or by deuteration with palladium-on-charcoal in a mixture of dioxane-deuterium oxide-triethylamine, but examples are lacking for the application of these reactions in the steroid field. Deuteration of the bridge-head position in norbornane is readily accomplished in high isotopic purity by treatment of the... 

Isotope labeling by derivative formation with deuterated reagents is useful for the preparation of analogs such as dg-acetonides, da-acetates, da-methyl ethers, dg-methyl esters, etc. The required reagents are either commercially available or can be easily prepared. (The preparation of da-methyl iodide is described in section IX-F. Various procedures are reported in the literature for the preparation of dg-acetone, da-diazometh-ane57.i63.i73 and da-acetyl chloride. ) These reactions can be carried out under the usual conditions and they need no further discussion. A convenient procedure has been reported for the da-methylation of sterically hindered or hydrogen bonded phenolic hydroxyl functions by using da-methyl iodide and sodium hydroxide in dimethyl sulfoxide solution. This procedure should be equally applicable to the preparation of estradiol da-methyl ether derivatives. 

Xia Y, Chang SW, Patel S, Bakhtiar R, Karanam B, Evans DC (2004) Trace level quantitation of deuterated 17b-estradiol and estrone in ovarietomized mouse plasma and brain using liquid chromatography/tandem mass spectrometry following dansylation reaction. Rapid Commun Mass Spectrom 18 1621-1628... 

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See also in sourсe #XX -- [ ]

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