Direct determination of absolute stereochemistry of a-methylselenocysteine using the Mosher method

被引：3
作者：
Wehrle, Robert J. [1 ]
Powell, Douglas R. [2 ]
Masterson, Douglas S. [1 ]
机构：
[1] Univ Southern Mississippi, Sch Math & Nat Sci, Chem & Biochem, 118 Coll Dr 5043, Hattiesburg, MS 39406 USA
[2] Univ Oklahoma, Dept Chem & Biochem, Small Mol Crystallog Lab, 101 Stephenson Pkwy, Norman, OK 73019 USA
来源：
RESULTS IN CHEMISTRY | 2021年 / 3卷
基金：
美国国家科学基金会;
关键词：
Unnatural amino acids; Mosher analysis; NMR; Determination of stereochemistry; ASYMMETRIC-SYNTHESIS; TERTIARY ALCOHOLS; CONFIGURATION; SELENIUM; ANALOGS; ACIDS;
D O I：
10.1016/j.rechem.2021.100114
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Mosher amides of alpha-methylselenocysteine were synthesized to determine the absolute stereochemistry of the sterically hindered alpha-carbon utilizing H-1, C-13, F-19, and Se-77 NMR spectroscopies. After analysis of these spectra using the established Mosher method, the stereochemistry of the alpha-carbon was determined to be (R), which was subsequently confirmed using x-ray crystallography.
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页数：5
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