CAS: 137650-15-8; Methyl (S)-2-((Tert-Butoxycarbonyl)Amino)-3-(4-Hydroxy-2,6-Dimethylphenyl)Propanoate

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4-iodo-3,5-dimethylphenol N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester N-tert-butyloxycarbonyl-L-serine methyl ester 4-bromo-3,5-dimethylphenol-O-(1,1-dimethylethyl)-2,6-dimethyl-L-tyrosine methyl esterN-(1,1-dimethylethoxy)carbonyl-O-(1,1-dimethylethyl)-2,6-dimethyl-L-tyrosine methyl ester methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(2,6-dimethyl-4-(((trifluoromethyl)sulfonyl)oxy)phenyl)propanoate 4'-carboxyl N-B°C-2',6'-dimethyl-L-phenylalanine methyl ester methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-carbamoyl-2,6-dimethylphenyl)propanoate

📜Boc-L-丝氨酸甲酯置于2-双环己基膦-2',6'-二甲氧基联苯,咪唑,Tris-(Dibenzylideneacetone)Dipalladium(0),碘,三苯基膦,锌体系中,用 二氯甲烷,N,N-二甲基甲酰胺 用作溶剂,化学反应 6.0H,反应生成N-叔丁氧基羰基-2,6-二甲基-L-酪氨酸甲酯
参考文献:Rapid Synthesis Of Boc-2',6'-Dimethyl-L-Tyrosine And Derivatives And Incorporation Into Opioid Peptidomimetics
标题:Rapid Synthesis Of Boc-2',6'-Dimethyl-L-Tyrosine And Derivatives And Incorporation Into Opioid Peptidomimetics
摘要:The Unnatural Amino Acid 2',6'-Dimethyl-L-Tyrosine Has Found Widespread Use In The Development Of Synthetic Opioid Ligands. Opioids Featuring This Residue At The N-Terminus Often Display Superior Potency At One Or More Of The Opioid Receptor Types,But The Availability Of The Compound Is Hampered By Its Cost And Difficult Synthesis. We Report Here A Short,Three-Step Synthesis Of Boc-2',6'-Dimethyl-L-Tyrosine (3A) Utilizing A Microwave-Assisted Negishi Coupling For The Key Carbon-Carbon Bond Forming Step,And Employ This Chemistry For The Expedient Synthesis Of Other Unnatural Tyrosine Derivatives. Three Of These Derivatives (3C,3D,30 Have Not Previously Been Examined As Tyr(1) Replacements In Opioid Ligands. We Describe The Incorporation Of These Tyrosine Derivatives In A Series Of Opioid Peptidomimetics Employing Our Previously Reported Tetrahydroquinoline (Thq) Scaffold,And The Binding And Relative Efficacy Of Each Of The Analogues At The Three Opioid Receptor Subtypes: Mu (Mor),Delta (Dor),And Kappa (Kor).
Doi:10.1021/acsmedchemlett.5B00344