α,α-二烷基化氨基酸与核碱基侧链的合成及偶联反应
Synthesis and coupling reactions of alpha,alpha-dialkylated amino acids with nucleobase side chains.
作者信息
Azumaya I, Aebi R, Kubik S, Rebek J
机构信息
Department of Chemistry, Massachusetts Institute of Technology, Cambridge 02139, USA.
出版信息
Proc Natl Acad Sci U S A. 1995 Dec 19;92(26):12013-6. doi: 10.1073/pnas.92.26.12013.
Several di- and tripeptides containing protected purine (adenine) and pyrimidine (thymine) residues on their side chains were synthesized. The parent amino acids alpha, alpha-dialkylated in a symmetrical manner. An effective coupling procedure was developed for these sterically hindered amino acids: the fluoren-9-ylmethyloxycarbonyl-protected amino acid was dehydrated to its oxazolinone form, which was coupled in good yields with amino esters in hot tetrachloroethane.
合成了几种在侧链上含有受保护嘌呤（腺嘌呤）和嘧啶（胸腺嘧啶）残基的二肽和三肽。母体氨基酸以对称方式进行α，α-二烷基化。针对这些空间位阻氨基酸开发了一种有效的偶联方法：将芴-9-基甲氧基羰基保护的氨基酸脱水成其恶唑啉酮形式，然后在热的四氯乙烷中与氨基酸酯以良好的产率偶联。
Zotero 插件