Title of article
Preparation of optically active (acyloxy)alkyl esters from optically active O-acyl-α-hydroxy acids
Author/Authors
Guzzo، نويسنده , , Peter R and Dinn، نويسنده , , Sean R and Lu، نويسنده , , Jianhui and Oettinger-Loomis، نويسنده , , Stefanie، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
5
From page
5685
To page
5689
Abstract
(Acyloxy)alkyl esters are commonly employed as prodrugs of carboxylic acid containing compounds. Several optically active (acyloxy)alkyl esters are prepared from a coupling and rearrangement reaction between optically active O-acyl-α-hydroxy acids and 3-chloroperoxybenzoic acid mediated by diisopropylcarbodiimide. The effect of temperature and solvent on the reaction is discussed. An application of the reaction to prepare a prodrug form of ibuprofen is described.
Keywords
Prodrug , (acyloxy)alkyl ester , ?-hydroxy acids , carboxy inversion reaction , peroxyacids
Journal title
Tetrahedron Letters
Serial Year
2002
Journal title
Tetrahedron Letters
Record number
1653075
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