Hosseini Masood, Kringelum Henriette, Murray Anthony, Tønder Janne E
Medicinal Chemistry Research, Novo Nordisk A/S, Måløv, Denmark.
Org Lett. 2006 May 11;8(10):2103-6. doi: 10.1021/ol060500i.
[reaction: see text] Pyrrolidine-2,4-diones (1) are naturally occurring analogues of amino acids. We herein present a facile synthesis of N-acylated, O-alkylated pyrrolin-2-ones (2) in high yield and excellent enantiopurity. Molecular mechanics calculations suggest that the resulting dipeptide analogues adopt a linear, extended conformation.
[反应:见正文] 吡咯烷-2,4-二酮(1)是天然存在的氨基酸类似物。我们在此展示了一种高产率且对映体纯度优异的N-酰化、O-烷基化吡咯啉-2-酮(2)的简便合成方法。分子力学计算表明,所得的二肽类似物呈现线性、伸展的构象。