对氯肉桂酸置于palladium On Activated Charcoal 盐酸,Lithium Hydroxide,正丁基锂,2,4,6-三异丙基苯磺酰叠氮化物,氢气,双(三甲基硅烷基)氨基钾,Potassium Carbonate,三乙胺体系中,用 四氢呋喃,甲醇,水 作为反应溶剂,-78.0~25.0 °C,101.33 Kpa 条件下,反应 24.87H,反应生成 Boc-L-4-氯苯丙氨酸
参考文献:A Formal Total Synthesis Of The Ace Inhibitor K-13. An Application Of Arene-Ruthenium Chemistry To Complex Chemical Synthesis
标题:A Formal Total Synthesis Of The Ace Inhibitor K-13. An Application Of Arene-Ruthenium Chemistry To Complex Chemical Synthesis
摘要:Stoichiometric Ruthenium Activation Of 4-Chlorophenylalanine Derivatives Toward Nucleophilic Substitution,Using Phenoxide Nucleophiles That Are Derived From Protected Dipeptides,Allowed The Formation Of Isodityrosine Derivatives That Are Synthetic Precursors To The Ace Inhibitor K-13. An Evaluation Of Carboxyl Blocking Groups Revealed That A 2-Bromoethyl Ester Is The Most Useful In Terms Of Its Compatibility With Ruthenium Complexation And Subsequent Nucleophile Addition But That Its Removal Is Problematic. Conversion To Iodoethyl Ester Using Finkelstein Reaction Conditions,In The Presence Of The Peptide And Amino Acid Functionality,Provided A Solution To This Problem,Since The Iodoethyl Group Was Easily Removed On Treatment With Samarium Diiodide.
DOI:10.1021/jo00088A009