Microwave-assisted synthesis of deuterium labeled estrogen fatty acid esters

被引:15
作者
Kiuru, PS [1 ]
Wähälä, K [1 ]
机构
[1] Univ Helsinki, Organ Chem Lab, Dept Chem, FIN-00014 Helsinki, Finland
关键词
estrogen; synthesis; fatty acid ester; deuteration; microwave;
D O I
10.1016/j.steroids.2005.08.001
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Deuterated analogs of estrogen fatty acid esters are needed as internal standards for isotope dilution GC/MS analyses. We have developed a rapid and efficient synthesis for 2,4,16,16-D-4-estrone palmitate, stearate, oleate, linoleate, and linolenate and the corresponding 2,4,16,16,17(alpha-D-5-estradiol fatty acid 17-mono and 3,17-diesters using analogous fatty acid chlorides or fatty acid anhydrides and 4-(dimethylamino)pyridine under microwave irradiation. Chemoselective hydrolysis of fatty acid diesters was carried out by KOH in t-BuOH. (c) 2005 Elsevier Inc. All rights reserved.
引用
收藏
页码:54 / 60
页数:7
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