An Undergraduate Organic Chemistry Laboratory Experiment: The Multistep Synthesis of a Modified Nucleoside

Peter deLannoy and Joseph Howell
Department of Chemistry, Black Hills State University, Spearfish, SD 57799
J. Chem. Educ., 1997, 74 (8), p 990
DOI: 10.1021/ed074p990
Publication Date (Web): August 1, 1997

Abstract

We have designed and integrated the multistep synthesis of a modified nucleoside into an undergraduate organic chemistry laboratory. The laboratory was designed as a multidisciplinary approach towards a single synthetic problem. Here we report the synthesis and subsequent purification of 5'-O-dimethoxytrityl-2'-O-methyluridine and 5'-O-dimethoxytrityl-3'-O-methyluridine directly from the literature by a protocol that is appropriate in a small school setting.

Keywords (Audience):

Upper-Division Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Bioorganic Chemistry
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  • Received: August 03, 2009

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