dM-Dim for carboxylic acid protection |
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Authors: | Shahien Shahsavari Travis Wigstrom James Gooding Chase McNamara Shiyue Fang |
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Affiliation: | Department of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA |
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Abstract: | The 1,3-dithian-2-yl-methyl (Dim) and its analogous groups including dimethyl-Dim (dM-Dim) can provide a new dimension of orthogonality for carboxylic acid protection. They can be deprotected under nearly neutral oxidative conditions. In this paper, the protection of carboxylic acid with dM-Dim, deprotection of dM-Dim ester with sodium periodate, stability of dM-Dim protected carboxylic acid under acidic and basic conditions, and selective deprotection of dM-Dim protected carboxylic acids in the presence of tertiary butyl and methyl esters are presented. |
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Keywords: | Protecting group Carboxylic acid Oxidation dM-Dim |
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