CAS: 115186-31-7; Boc-D-Lys(Fmoc)-Oh

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CAS号24424-99-5 二碳酸二叔丁酯 | CAS号34404-32-5 Α-N-苄氧羰基-D-赖氨酸 | CAS号102774-86-7 (9H-芴-9-基)甲基 2,... | CAS号55878-47-2 (R)-6-(((苄氧基)羰基... | CAS号28920-43-6 芴甲氧羰酰氯(Fm°C-Cl) | CAS号106719-44-2 N-(叔丁氧羰基)-D-赖氨酸

二碳酸二叔丁酯置于palladium On Activated Charcoal Sodium Hydroxide,氢气,碳酸氢钠体系中,用 1,4-二氧六环,水 用作溶剂,化学反应 2.67H,反应生成N-Boc-N'-Fmoc-D-赖氨酸 N-叔丁氧羰基-N'-芴甲氧羰基-D-赖氨酸
参考文献:Solid-Phase Total Synthesis Of Oscillamide Y And Analogues
标题:Solid-Phase Total Synthesis Of Oscillamide Y And Analogues
摘要:We Report An Efficient Solid Phase Synthesis Of Oscillamide Y And Three Analogues. The Cyclic Peptide Was Prepared Using A Combination Of Fmoc And Allyl Chemistries And An Acid Labile Wang Type Linker. The Urea Functionality Was Smoothly Incorporated Using N-Alpha-(4-Nitrophenyloxycarbonyl)-N-Epsilon-(9-Fluorenylmethoxycarbonyl)-D-Lysine Allyl Ester. Coupling To The N-Methyl Amino Acid Was Readily Achieved Using Hatu,Monitoring The Reaction Using Bromophenol Blue. Allyl Deprotection Was Accomplished Using Pd(Pph3)(4) And Dimedone,And Cyclization Was Smoothly Accomplished Using Pybrop. All Reactions Were Monitored Using Mass Spectrometry Methodology. The Cyclized Materials Were Cleaved By Acidolysis And Purified By Rp HPLC. In All Cases The Material Isolated Was The Major Product And Gave The Expected Molecular Ion Information. HPLC Comparison With An Authentic Sample Of Oscillamide Y Showed That The Isomer Containing L-N-Methylalanine And L-Homotyrosine Was The Natural Product. H-1 NMR And H-1-H-1 Cosy NMR Experiments Further Confirmed This Identification. The Four Compounds Were Tested As Competitive And Slow-Tight Binding Inhibitors Of Chymotrypsin But Showed,Contrary To Literature Expectations,No Inhibitory Activity.
Doi:10.1021/jo970671O