Solid-Phase Synthesis of N-Nosyl- and N-Fmoc-N-Methyl--amino Acids

详细信息    查看全文

• 作者：Maria Luisa Di Gioia ; Antonella Leggio ; Angelo Liguori ; Francesca Perri
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：May 11, 2007
• 年：2007
• 卷：72
• 期：10
• 页码：3723 - 3728
• 全文大小：199K
• 年卷期：v.72,no.10(May 11, 2007)
• ISSN：1520-6904

文摘

We report here a convenient and simple solid-phase synthesis of N-nosyl-N-methyl--amino acids andN-Fmoc-N-methyl--amino acids, important building blocks for the synthesis of conformationally restrictedand protease-resistant natural peptides and peptide analogues. The methodology involves the use of2-chlorotrityl chloride resin to temporarily protect the carboxylic group of -amino acids and ofdiazomethane as the reagent to methylate the sulfonamidic function. The approach developed is particularlyefficient also with -amino acids bearing appropriately protected functionalized side chains.