p-Nitromandelic Acid as a Highly Acid-Stable Safety-Catch Linker for Solid-Phase Synthesis of Peptide and Depsipeptide Acids

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• 作者：Albert Isidro-Llobet ; Mercedes Alvarez ; Klaus Burger ; Jan Spengler ; Fernando Albericio
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：April 12, 2007
• 年：2007
• 卷：9
• 期：8
• 页码：1429 - 1432
• 全文大小：143K
• 年卷期：v.9,no.8(April 12, 2007)
• ISSN：1523-7052

文摘

p-Nitromandelic acid as a safety-catch linker for Boc/Bzl-SPPS of base-labile compounds like peptides and depsipeptides is described. Thislinker permits acidic removal of side-chain protection groups from the resin. For cleavage from the solid support, the p-nitro group wasreduced with tin(II) chloride. After washing off the reducing agents, the (depsi)peptide acids with or without the side-chain protection schemeswere obtained by microwave irradiation at 50 C with 5% TFA in dioxane.