A Novel Methodology for the Synthesis of Fumarates and Maleates

Autor: Michael R. Jorgensen, Steven Fletcher, Andrew D. Miller, Wayne S. Price
Rok vydání: 2006
Předmět:
Zdroj: Synlett. 2006:1933-1937
ISSN: 1437-2096
0936-5214
DOI: 10.1055/s-2006-948166
Popis: The stereoselectivity of both the Wittig and the Homer-Wadsworth-Emmons reactions allows for the synthesis of orthogonally protected fumarates and maleates, respectively, from α-keto esters. This methodology has been shown to be useful in the synthesis of a derivative of the pH sensitive cis-aconitic linker, important for prodrug approaches in drug delivery. We have incorporated this linker into a cholesterol-based PEGylated lipid, for its potential use in liposomal drug and gene delivery. The synthesized lipids have also been shown to be pH degradable using HPLC analyses.
Databáze: OpenAIRE